Photo by Sarah Chiricosta

Hotels in Chesapeake

Thu, Dec 25
Mon, Dec 29
December 2025
23
January 2026

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Tonight
Dec 23 - Dec 24
Tomorrow
Dec 24 - Dec 25
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Where to stay in Chesapeake?

  • Relaxing hotel near Chesapeake attractions with indoor pool and free perks.
CA $151
CA $177 total
includes taxes & fees
Dec 28 - Dec 29
Staybridge Suites Chesapeake by IHG
  • Stylish studio suites close to Norfolk's key attractions and upscale shopping.
CA $118
CA $139 total
includes taxes & fees
Jan 5 - Jan 6, 2026
SpringHill Suites by Marriott Chesapeake Greenbrier
  • Seasonal outdoor pool near train station with easy access to Norfolk.
CA $109
CA $128 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Holiday Inn Express Chesapeake - Norfolk by IHG
  • Peaceful stay near Greenbrier Mall with free breakfast and parking.
CA $92
CA $109 total
includes taxes & fees
Dec 28 - Dec 29
Comfort Suites Chesapeake - Norfolk
  • Just minutes from Greenbrier Mall, with a stylish bar and indoor pool for year-round enjoyment.
CA $121
CA $142 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hyatt Place Chesapeake
  • Modern Chesapeake hotel with indoor pool near Oak Grove Lake Park and Greenbrier Mall.
CA $118
CA $139 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
CA $117
CA $137 total
includes taxes & fees
Dec 28 - Dec 29
Fairfield Inn and Suites By Marriott Chesapeake
  • Stay at a contemporary hotel near Greenbrier Mall with an indoor pool and bar.
CA $118
CA $139 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Aloft Chesapeake
CA $109
CA $128 total
includes taxes & fees
Dec 28 - Dec 29
Wingate by Wyndham Chesapeake
  • Modern Chesapeake hotel near the Greenbrier Mall offers a convenient stay.
CA $155
CA $181 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Residence Inn by Marriott Chesapeake Greenbrier
  • Serene spot near Norfolk with a peaceful indoor pool and exceptional service.
CA $117
CA $137 total
includes taxes & fees
Dec 28 - Dec 29
Delta Hotels by Marriott Chesapeake Norfolk
  • Stay near shopping and entertainment with a complimentary breakfast and pool.
CA $145
CA $173 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Homewood Suites by Hilton Chesapeake-Greenbrier
CA $116
CA $136 total
includes taxes & fees
Dec 29 - Dec 30
Holiday Inn Express Hotel & Suites Chesapeake by IHG
  • Modern Art Deco hotel near Norfolk with complimentary breakfast and parking.
CA $135
CA $160 total
includes taxes & fees
Jan 1 - Jan 2, 2026
TRU by Hilton Chesapeake, VA
  • Enjoy convenient Chesapeake location with fitness centre and Great American Grill.
CA $138
CA $164 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hilton Garden Inn Chesapeake/Greenbrier
  • Cozy hotel near Greenbrier Mall with a seasonal pool and complimentary breakfast.
CA $106
CA $125 total
includes taxes & fees
Dec 28 - Dec 29
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
CA $109
CA $128 total
includes taxes & fees
Dec 30 - Dec 31
Candlewood Suites Chesapeake by IHG
  • Relax in Chesapeake with fitness options, terrace dining, and nearby attractions.
CA $128
CA $150 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Courtyard by Marriott Chesapeake
  • Ideal stay near Greenbrier Mall with easy access to Norfolk's top attractions.
CA $68
CA $82 total
includes taxes & fees
Jan 1 - Jan 2, 2026
STUDIOS & SUITES 4 LESS CHESAPEAKE
  • Explore Chesapeake with free breakfast, convenient parking, and fitness centre.
CA $128
CA $150 total
includes taxes & fees
Dec 28 - Dec 29
Fairfield Inn & Suites by Marriott Chesapeake Suffolk
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Budget hotels in Chesapeake and vicinity

Oceans 2700

Oceans 2700
Northeast Virginia Beach
Oceans 2700

Ocean Resort

Ocean Resort
Northeast Virginia Beach
CA $71
CA $104 total
includes taxes & fees
Dec 28 - Dec 29
Ocean Resort

Sandcastle Resort On The Beach

Sandcastle Resort On The Beach
Northeast Virginia Beach
CA $76
CA $113 total
includes taxes & fees
Dec 24 - Dec 25
Sandcastle Resort On The Beach

Schooner Inn

Schooner Inn
Northeast Virginia Beach
CA $86
CA $102 total
includes taxes & fees
Dec 28 - Dec 29
Schooner Inn

Hilton Garden Inn Newport News

Hilton Garden Inn Newport News
Central Newport News
CA $80
CA $94 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Hilton Garden Inn Newport News

American Inn Chesapeake – Portsmouth

American Inn Chesapeake – Portsmouth
Chesapeake
CA $81
CA $96 total
includes taxes & fees
Jan 1 - Jan 2, 2026
American Inn Chesapeake – Portsmouth

The Bay Inn

The Bay Inn
Norfolk
CA $87
CA $104 total
includes taxes & fees
Dec 28 - Dec 29
The Bay Inn

Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront
Northeast Virginia Beach
CA $88
CA $114 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Wyndham Virginia Beach Oceanfront

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier East
CA $92
CA $109 total
includes taxes & fees
Dec 28 - Dec 29
Comfort Suites Chesapeake - Norfolk

Red Roof PLUS+ & Suites Virginia Beach – Seaside

Red Roof PLUS+ & Suites Virginia Beach – Seaside
Northeast Virginia Beach
CA $83
CA $98 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Red Roof PLUS+ & Suites Virginia Beach – Seaside

La Quinta Inn & Suites by Wyndham Virginia Beach

La Quinta Inn & Suites by Wyndham Virginia Beach
Northeast Virginia Beach
CA $93
CA $111 total
includes taxes & fees
Dec 24 - Dec 25
La Quinta Inn & Suites by Wyndham Virginia Beach

Hilton Vacation Club Ocean Beach Club Virginia Beach

Hilton Vacation Club Ocean Beach Club Virginia Beach
Northeast Virginia Beach
CA $94
CA $150 total
includes taxes & fees
Dec 30 - Dec 31
Hilton Vacation Club Ocean Beach Club Virginia Beach

Days Inn by Wyndham Virginia Beach At The Beach

Days Inn by Wyndham Virginia Beach At The Beach
Northeast Virginia Beach
CA $95
CA $112 total
includes taxes & fees
Dec 28 - Dec 29
Days Inn by Wyndham Virginia Beach At The Beach

La Quinta Inn & Suites by Wyndham Norfolk

La Quinta Inn & Suites by Wyndham Norfolk
Norfolk
CA $98
CA $117 total
includes taxes & fees
Dec 28 - Dec 29
La Quinta Inn & Suites by Wyndham Norfolk

Best Western Center Inn

Best Western Center Inn
Northwest
CA $98
CA $116 total
includes taxes & fees
Dec 30 - Dec 31
Best Western Center Inn

Comfort Inn Newport News - Hampton I-64

Comfort Inn Newport News - Hampton I-64
Central Newport News
CA $99
CA $116 total
includes taxes & fees
Dec 30 - Dec 31
Comfort Inn Newport News - Hampton I-64

Hampton Inn Newport News-Yorktown

Hampton Inn Newport News-Yorktown
Central Newport News
CA $101
CA $115 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Hampton Inn Newport News-Yorktown

Best Western Plus Newport News Inn & Suites

Best Western Plus Newport News Inn & Suites
Central Newport News
CA $99
CA $116 total
includes taxes & fees
Dec 30 - Dec 31
Best Western Plus Newport News Inn & Suites

Spark by Hilton Norfolk

Spark by Hilton Norfolk
Norfolk
CA $96
CA $114 total
includes taxes & fees
Dec 30 - Dec 31
Spark by Hilton Norfolk

SureStay Studio by Best Western Virginia Beach Oceanfront

SureStay Studio by Best Western Virginia Beach Oceanfront
Northeast Virginia Beach
CA $100
CA $121 total
includes taxes & fees
Jan 1 - Jan 2, 2026
SureStay Studio by Best Western Virginia Beach Oceanfront
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Check out pet-friendly hotels in Chesapeake

TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA
Greenbrier East
CA $135
CA $160 total
includes taxes & fees
Jan 1 - Jan 2, 2026
TRU by Hilton Chesapeake, VA

Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier East
CA $121
CA $142 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hyatt Place Chesapeake

Hampton Inn & Suites Chesapeake-Square Mall

Hampton Inn & Suites Chesapeake-Square Mall
Chesapeake
CA $112
CA $131 total
includes taxes & fees
Dec 30 - Dec 31
Hampton Inn & Suites Chesapeake-Square Mall

Aloft Chesapeake

Aloft Chesapeake
Greenbrier East
CA $118
CA $139 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Aloft Chesapeake

Delta Hotels by Marriott Chesapeake Norfolk

Delta Hotels by Marriott Chesapeake Norfolk
Chesapeake
CA $117
CA $137 total
includes taxes & fees
Dec 28 - Dec 29
Delta Hotels by Marriott Chesapeake Norfolk

Candlewood Suites Chesapeake by IHG

Candlewood Suites Chesapeake by IHG
Western Branch North
CA $109
CA $128 total
includes taxes & fees
Dec 30 - Dec 31
Candlewood Suites Chesapeake by IHG

Residence Inn by Marriott Chesapeake Greenbrier

Residence Inn by Marriott Chesapeake Greenbrier
Greenbrier East
CA $155
CA $181 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Residence Inn by Marriott Chesapeake Greenbrier

Hilton Garden Inn Chesapeake/Greenbrier

Hilton Garden Inn Chesapeake/Greenbrier
Greenbrier East
CA $138
CA $164 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hilton Garden Inn Chesapeake/Greenbrier

Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
Chesapeake
CA $151
CA $177 total
includes taxes & fees
Dec 28 - Dec 29
Staybridge Suites Chesapeake by IHG

Red Roof Inn Chesapeake Conference Center

Red Roof Inn Chesapeake Conference Center
Chesapeake
Red Roof Inn Chesapeake Conference Center
View all properties

You may also like hotels with pools in Chesapeake

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
Greenbrier East
CA $92
CA $109 total
includes taxes & fees
Dec 28 - Dec 29
Comfort Suites Chesapeake - Norfolk

Holiday Inn Express Hotel & Suites Chesapeake by IHG

Holiday Inn Express Hotel & Suites Chesapeake by IHG
Western Branch North
CA $116
CA $136 total
includes taxes & fees
Dec 29 - Dec 30
Holiday Inn Express Hotel & Suites Chesapeake by IHG

Sleep Inn & Suites Chesapeake - Portsmouth

Sleep Inn & Suites Chesapeake - Portsmouth
Chesapeake
CA $98
CA $116 total
includes taxes & fees
Dec 29 - Dec 30
Sleep Inn & Suites Chesapeake - Portsmouth

SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
Greenbrier East
CA $118
CA $139 total
includes taxes & fees
Jan 5 - Jan 6, 2026
SpringHill Suites by Marriott Chesapeake Greenbrier

Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
Chesapeake
CA $109
CA $128 total
includes taxes & fees
Dec 28 - Dec 29
Wingate by Wyndham Chesapeake

Hyatt Place Chesapeake

Hyatt Place Chesapeake
Greenbrier East
CA $121
CA $142 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hyatt Place Chesapeake

Aloft Chesapeake

Aloft Chesapeake
Greenbrier East
CA $118
CA $139 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Aloft Chesapeake

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Greenbrier West
CA $118
CA $139 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
Greenbrier East
CA $117
CA $137 total
includes taxes & fees
Dec 28 - Dec 29
Fairfield Inn and Suites By Marriott Chesapeake

Comfort Inn & Suites Chesapeake - Portsmouth

Comfort Inn & Suites Chesapeake - Portsmouth
Chesapeake
CA $93
CA $118 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Comfort Inn & Suites Chesapeake - Portsmouth
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Our prices for hotels in Chesapeake are cheapest in March
Price trends for hotels in Chesapeake
Pricing is based on two traveller single night rates
View properties in December
Typical weather for Chesapeake
December
Low crowds
High 11°C / low 5°C. Sunny most days.
View properties in December
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Monthly weather averages (˚C)

Top neighborhoods in Chesapeake

Greenbrier East

Chesapeake's Greenbrier East neighborhood has a host of places to visit such as Greenbrier Mall and Jillian's Billiards.

Greenbrier West

The Greenbrier West neighborhood has lots to see including Bowlero Chesapeake and Chesapeake Arboretum.

Greenbrier

The Greenbrier neighborhood has lots to see including Greenbrier Mall and Chesapeake Arboretum.

South Norfolk

Chesapeake's South Norfolk neighborhood offers attractions including Portlock Galleries at SoNo.

Great Bridge

The Great Bridge neighborhood has lots to see including Chesapeake City Hall and Cedar Lakes Retail Center.

Top landmarks in Chesapeake

Greenbrier Mall

Greenbrier Mall

4.2/5 (524 reviews)
If you want to give your credit card some exercise, head out to Greenbrier Mall in Greenbrier East. Why not take a stroll along the beaches and watch the sunset while you're here?
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Chesapeake Square Mall

Chesapeake Square Mall

4.1/5 (238 reviews)
If you want to give your credit card some exercise, head out to Chesapeake Square Mall in Western Branch North.
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Chesapeake Conference Center

Chesapeake Conference Center

4.0/5 (76 reviews)
Chesapeake Conference Center is worth a visit, located 3.4 mi (5.4 km) from central Chesapeake. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches.
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This is a new bridge over the indian creek in Chesapeake virginia. Near northwest river campground

Chesapeake City Park

4.2/5 (80 reviews)
Chesapeake City Park is worth a pic or two when discovering Greenbrier. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches.
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1.5 miles around. No swimming. But a playground for the kiddos, dog friendly and tons of fishing spots :)
Photo by Kaylee Spinhirn

Oak Grove Lake Park

5.0/5 (1 review)
Oak Grove Lake Park is worth a pic or two when discovering Greenbrier West. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches.
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A bald cypress tree in Lake Drummond in the Great Dismal Swamp Wildlife Refuge, Virginia

Lake Drummond

5.0/5 (1 review)
Lake Drummond is 15.1 mi (24.3 km) from central Chesapeake, why not stop by during your stay.
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Chesapeake Arboretum

3.8/5 (50 reviews)
Greenbrier is home to Chesapeake Arboretum, so why not stop by during your stay in Chesapeake. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches. If you have fun at Chesapeake Arboretum, you'll love Bryant Farms Park and Riverwalk Parkway Park and Playground, both located nearby.
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Bryant Farms Park

Bryant Farms Park is worth a pic or two when discovering Deep Creek South.
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Learn more about Chesapeake

Admired for its live music and theaters, Chesapeake features attractions such as Greenbrier Mall and Chesapeake Conference Center. This family-friendly city has something for everyone including its sports, restaurants, and sights like Chesapeake Square Mall and Portlock Galleries at SoNo.

See all hotels in Chesapeake
Hidden Gems.

#trovember #chesapeake #virginia #november #fall #golden #hiddengems
Photo by Sarah Chiricosta

Check out reviews of Chesapeake hotels guests love

Norfolk Waterside Marriott

Norfolk Waterside Marriott

10/10 Excellent
"Staff was polite and helpful room was clean and the view was great "
Tamika 2-night trip
Posted 12 hours ago
Norfolk Waterside Marriott
Schooner Inn

Schooner Inn

10/10 Excellent
" Clean room, good staff "
Thomas P 1-night trip
Posted 3 days ago
Schooner Inn
Aloft Chesapeake

Aloft Chesapeake

10/10 Excellent
"I enjoyed my stay and I love how clean and welcoming the staff was. Thank you! "
Taariq 5-night trip
Posted 5 days ago
Aloft Chesapeake
Hyatt House Virginia Beach / Oceanfront

Hyatt House Virginia Beach / Oceanfront

10/10 Excellent
"great staff clean place "
Charles 1-night trip
Posted 5 days ago
Hyatt House Virginia Beach / Oceanfront
Boardwalk Resort and Villas

Boardwalk Resort and Villas

10/10 Excellent
"Great"
Jonathan 1-night trip
Posted 6 days ago
Boardwalk Resort and Villas
Oceanfront Inn

Oceanfront Inn

10/10 Excellent
"El personal en el mostrador súper amable "
Celedonio 1-night trip
Posted 6 days ago
Oceanfront Inn
Hyatt Place Virginia Beach / Oceanfront

Hyatt Place Virginia Beach / Oceanfront

10/10 Excellent
"Staff was very helpful and friendly. Room was lovely."
James 1-night trip
Posted 6 days ago
Hyatt Place Virginia Beach / Oceanfront
Delta Hotels by Marriott Virginia Beach Waterfront Suites

Delta Hotels by Marriott Virginia Beach Waterfront Suites

10/10 Excellent
"Amazing stay at the Delta Marriott Virginia Beach! Very clean, staff very accommodating, and the "
Jessica 2-night trip
Posted 7 days ago
Delta Hotels by Marriott Virginia Beach Waterfront Suites
Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

10/10 Excellent
"Everything was the way it should be. Well done."
Michael 1-night trip
Posted 7 days ago
Comfort Suites Chesapeake - Norfolk

Frequently asked questions

Can I book a refundable hotel in Chesapeake?
If you need the flexibility to change your travel plans to Chesapeake, most accommodations offer refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Chesapeake if I want a vacation rental instead of a hotel?
If you want to find a good alternative to a hotel, review our selection of 38 vacation homes. In addition, there are 13 apartments and 7 condos.
What will the weather in Chesapeake be like during my visit?
The warmest months in Chesapeake are usually July and August with an average temp of 77°F. January and February are the chilliest months when the average temp is 45°F. The rainiest months are September and August.
Why should I book my Chesapeake hotel through Hotels.com?
There are plenty of reasons to book your Chesapeake travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Chesapeake

Chesapeake: Where Coastal Serenity Meets Vibrant Culture

Chesapeake, Virginia, is a hidden gem that beautifully blends nature and culture. Nestled between lush parks and the tranquil shores of the Chesapeake Bay, this charming city offers a wealth of outdoor adventures, from kayaking to hiking the scenic trails of Chesapeake Arboretum. Explore the vibrant downtown area, where boutique shopping and local dining await. Don’t miss the Chesapeake Museum for a glimpse into the region's rich history. With its serene landscapes and welcoming atmosphere, Chesapeake is perfect for romantic getaways or family outings, inviting you to discover its unique allure and captivating charm. For great hotel rates in Chesapeake, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Chesapeake

Chesapeake offers a variety of hotel accommodations, from friendly, family-run inns to spacious suites and stylish boutique hotels. You'll find options that cater to different budgets, including well-rated star hotels. Many hotels provide convenient access to local attractions and comfortable amenities for a relaxing stay. These are some of the hotels preferred by our travelers in Chesapeake:

  1. Renaissance Portsmouth-Norfolk Waterfront HotelOpens in a new window: This inviting 3.5-star hotel offers a refined experience ideal for leisure travelers seeking comfort and convenience. Guests appreciate the well-appointed rooms and comprehensive amenities, including a 24-hour business centre and multiple meeting rooms, ensuring a smooth stay. The property’s family-friendly services enhance the overall experience, making it a well-rounded choice for those looking to unwind without sacrificing quality. The welcoming atmosphere and well-designed spaces contribute to a memorable visit, making it a popular option for those in search of a distinctive stay.
  2. Motel 6 PortsmouthOpens in a new window: Motel 6 Portsmouth is a charming 2.0-star motel that excels in offering a pet-friendly environment, perfect for animal lovers on the go. This property features welcoming amenities that accommodate furry companions, creating a relaxed and comfortable atmosphere for travelers with pets. The motel's distinctive character and convenient location make it an appealing choice for those looking to explore the area without leaving their pets behind. Guests often highlight the straightforward check-in process and the friendly environment, making each stay enjoyable and stress-free.
  3. Red Roof Inn Norfolk - PortsmouthOpens in a new window: Red Roof Inn Norfolk - Portsmouth is a delightful 2.0-star hotel that emphasizes inclusivity and comfort, making it an excellent choice for LGBTQIA travelers. The property features a pet-friendly policy, allowing guests to bring their furry friends along for the adventure. With a vibrant atmosphere and thoughtful amenities, this hotel provides a unique experience tailored to those seeking a welcoming environment. Visitors appreciate the stylish design and the sense of community fostered within the property, creating a memorable stay that resonates with those looking for a distinctive getaway.

Top locations to stay in Chesapeake

When visiting Chesapeake, Virginia, consider staying in Norfolk, Portsmouth, or Greenwich. Norfolk boasts vibrant theatre and nightlife, while Portsmouth offers rich museum experiences. Greenwich is known for its lively jazz and dance scene. For first-time visitors, Norfolk is best suited, providing a dynamic atmosphere with easy access to other attractions in the Chesapeake area.

  1. NorfolkOpens in a new window: Norfolk is a vibrant city known for its rich cultural scene and waterfront charm. Staying here puts you in close proximity to the historic Ghent district, where you can explore unique boutiques, local art galleries, and enjoy a variety of cultural attractions, including live performances at the beautiful Chrysler Hall. Don't miss the chance to stroll along the waterfront at Town Point Park, which frequently hosts festivals and outdoor events. The city's dynamic arts scene, including the Virginia Symphony Orchestra and numerous theaters, makes it a fantastic base for those looking to soak up the local culture.
  2. PortsmouthOpens in a new window: Portsmouth offers a delightful blend of history and modern attractions, making it a unique place to stay. With its quaint waterfront and historic Olde Towne district, visitors can enjoy charming museums and galleries that showcase the area’s maritime heritage. The local art scene flourishes here, with various cultural events and exhibitions throughout the year. Plus, the city's inviting parks and walking trails provide a peaceful escape, perfect for leisurely afternoons by the water.
  3. GreenwichOpens in a new window: Greenwich is a charming spot for those seeking a more laid-back experience. Known for its intimate jazz clubs and dance venues, it’s a great place to unwind and enjoy live music in a cozy setting. The local community is vibrant, often featuring various cultural events that celebrate the arts. For a unique experience, check out the local dance scenes and workshops, which can provide a fun way to engage with the culture while meeting new people.

Things to do in Chesapeake

Chesapeake boasts stunning coastlines, serene parks, and lush forests, making it an ideal escape for outdoor enthusiasts. Enjoy boating on tranquil waters, hiking scenic trails, or simply relaxing on sandy shores. After a day of exploration, dive into vibrant live music, theatre, and exciting sports events for a lively evening.

  • Norfolk Botanical GardenOpens in a new window – Wander through this stunning botanical garden, where you can discover a variety of vibrant plant species. With its beautifully landscaped paths and serene atmosphere, it's an ideal spot for a leisurely stroll or a peaceful escape from the hustle and bustle of city life.
  • USS Wisconsin BB-64Opens in a new window – Step aboard this historic battleship, a true testament to naval history. Explore the decks and learn about the ship's significant role in American maritime heritage. Engaging exhibits provide insight into life at sea and the ship's storied past.
  • Chesapeake BeachOpens in a new window – Enjoy a day of sun and sand at Chesapeake Beach. With its inviting shoreline and scenic views, it's a perfect place to unwind, swim, or have a picnic with family and friends. The gentle waves and soft sand make it an ideal spot for relaxation.
  • Sandler Center for the Performing ArtsOpens in a new window – Experience the vibrant arts scene at the Sandler Center, where you can catch an array of performances, from concerts to theatre productions. The venue's modern design and excellent acoustics enhance every show, making for an enjoyable night out.

4 tips for savvy savings when booking a hotel in Chesapeake

  1. Book for the cheapest times: The best time to visit Chesapeake for those on a budget is during January, February, and December, when hotel prices are typically lower. For a great value for money experience, staying at least 2 to 3 days allows you to discover the city's rich historical and cultural landmarks, enjoy family-friendly activities, indulge in dining options, and take in live music and theatre performances. This budget-friendly itinerary will let you explore Chesapeake’s vibrant culture while keeping costs manageable.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Chesapeake, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may find discounted hotel rates as your travel date approaches. Consider enabling email alerts or push notifications to stay updated on flash sales and special promotions. Additionally, you could take advantage of Smart ShoppingOpens in a new window a comparison tool in the app that helps you compare hotel prices and amenities. By doing so, you're more likely to see price drops or available rooms, allowing you to seize the opportunity for a spontaneous getaway.
  3. Be flexible with dates: Prices can fluctuate based on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates could help you save on your stay at a hotel in Chesapeake. For those seeking a distinctive experience, boutique hotels often provide a more personalised touch and may offer better value. When you book through Hotels.com, we’ll inform you if the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll recommend more affordable dates, which may help you secure a better deal.
  4. Consider your location: Hotels near the city centre usually tend to be more expensive, but thanks to Chesapeake's excellent public transit options, you may discover a more affordable independent hotel a bit further out that remains well connected. For those keen on exploring alternative, less crowded neighbourhoods or even lesser-known nearby cities, there is often great value to be found. Opting for these alternative destinations could provide a more authentic and budget-friendly experience.

Best time to go to Chesapeake

Chesapeake experiences its lowest average temperature in January, at 41.0°F (5.0°C), while July is the hottest month, with an average temperature of 79.7°F (26.5°C). September tends to be the wettest month. The peak travel months to visit Chesapeake are April, June, and July, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, October to December are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny conditions.

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