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Hotels in Chesapeake
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Where to stay in Chesapeake?
Staybridge Suites Chesapeake by IHG
Staybridge Suites Chesapeake by IHG
3.0 star property
Chesapeake
8.4 out of 10, Very Good, (506)
8.4/10
Very Good
(506)
- Relaxing hotel near Chesapeake attractions with indoor pool and free perks.
The price is $110
$110
$129 total
includes taxes & fees
Dec 25 - Dec 26
SpringHill Suites by Marriott Chesapeake Greenbrier
SpringHill Suites by Marriott Chesapeake Greenbrier
3.0 star property
Greenbrier East
8.2 out of 10, Very Good, (1002)
8.2/10
Very Good
(1002)
- Stylish studio suites close to Norfolk's key attractions and upscale shopping.
The price is $83
$83
$97 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Express Chesapeake - Norfolk by IHG
Holiday Inn Express Chesapeake - Norfolk by IHG
2.5 star property
Chesapeake
8.6 out of 10, Excellent, (1003)
8.6/10
Excellent
(1003)
- Seasonal outdoor pool near train station with easy access to Norfolk.
The price is $79
$79
$93 total
includes taxes & fees
Dec 24 - Dec 25
Comfort Suites Chesapeake - Norfolk
Comfort Suites Chesapeake - Norfolk
2.5 star property
Greenbrier East
8.6 out of 10, Excellent, (1007)
8.6/10
Excellent
(1007)
- Peaceful stay near Greenbrier Mall with free breakfast and parking.
The price is $67
$67
$79 total
includes taxes & fees
Dec 25 - Dec 26
Hyatt Place Chesapeake
Hyatt Place Chesapeake
3.0 star property
Greenbrier East
8.4 out of 10, Very Good, (1001)
8.4/10
Very Good
(1001)
- Just minutes from Greenbrier Mall, with a stylish bar and indoor pool for year-round enjoyment.
The price is $88
$88
$103 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
2.5 star property
Greenbrier West
8.0 out of 10, Very Good, (1004)
8.0/10
Very Good
(1004)
- Modern Chesapeake hotel with indoor pool near Oak Grove Lake Park and Greenbrier Mall.
The price is $86
$86
$101 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fairfield Inn and Suites By Marriott Chesapeake
Fairfield Inn and Suites By Marriott Chesapeake
2.5 star property
Greenbrier East
9.0 out of 10, Wonderful, (1000)
9.0/10
Wonderful
(1000)
The price is $85
$85
$100 total
includes taxes & fees
Dec 28 - Dec 29
Aloft Chesapeake
Aloft Chesapeake
3.0 star property
Greenbrier East
8.4 out of 10, Very Good, (1007)
8.4/10
Very Good
(1007)
- Stay at a contemporary hotel near Greenbrier Mall with an indoor pool and bar.
The price is $83
$83
$97 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Wingate by Wyndham Chesapeake
Wingate by Wyndham Chesapeake
2.5 star property
Chesapeake
8.0 out of 10, Very Good, (1007)
8.0/10
Very Good
(1007)
The price is $79
$79
$93 total
includes taxes & fees
Dec 26 - Dec 27
Residence Inn by Marriott Chesapeake Greenbrier
Residence Inn by Marriott Chesapeake Greenbrier
3.0 star property
Greenbrier East
8.4 out of 10, Very Good, (583)
8.4/10
Very Good
(583)
- Modern Chesapeake hotel near the Greenbrier Mall offers a convenient stay.
The price is $113
$113
$132 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Delta Hotels by Marriott Chesapeake Norfolk
Delta Hotels by Marriott Chesapeake Norfolk
3.5 star property
Chesapeake
8.6 out of 10, Excellent, (1002)
8.6/10
Excellent
(1002)
- Serene spot near Norfolk with a peaceful indoor pool and exceptional service.
The price is $85
$85
$100 total
includes taxes & fees
Dec 28 - Dec 29
Homewood Suites by Hilton Chesapeake-Greenbrier
Homewood Suites by Hilton Chesapeake-Greenbrier
3.0 star property
Greenbrier East
8.0 out of 10, Very Good, (530)
8.0/10
Very Good
(530)
- Stay near shopping and entertainment with a complimentary breakfast and pool.
The price is $106
$106
$126 total
includes taxes & fees
Dec 28 - Dec 29
Holiday Inn Express Hotel & Suites Chesapeake by IHG
Holiday Inn Express Hotel & Suites Chesapeake by IHG
2.5 star property
Western Branch North
7.4 out of 10, Good, (798)
7.4/10
Good
(798)
The price is $84
$84
$99 total
includes taxes & fees
Dec 25 - Dec 26
TRU by Hilton Chesapeake, VA
TRU by Hilton Chesapeake, VA
2.5 star property
Greenbrier East
8.6 out of 10, Excellent, (355)
8.6/10
Excellent
(355)
- Modern Art Deco hotel near Norfolk with complimentary breakfast and parking.
The price is $98
$98
$117 total
includes taxes & fees
Dec 28 - Dec 29
Hilton Garden Inn Chesapeake/Greenbrier
Hilton Garden Inn Chesapeake/Greenbrier
3.0 star property
Greenbrier East
7.8 out of 10, Good, (652)
7.8/10
Good
(652)
- Enjoy convenient Chesapeake location with fitness center and Great American Grill.
The price is $100
$100
$119 total
includes taxes & fees
Dec 25 - Dec 26
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
2.5 star property
Chesapeake
8.4 out of 10, Very Good, (988)
8.4/10
Very Good
(988)
- Cozy hotel near Greenbrier Mall with a seasonal pool and complimentary breakfast.
The price is $77
$77
$91 total
includes taxes & fees
Dec 28 - Dec 29
Candlewood Suites Chesapeake by IHG
Candlewood Suites Chesapeake by IHG
2.5 star property
Western Branch North
8.0 out of 10, Very Good, (535)
8.0/10
Very Good
(535)
The price is $79
$79
$93 total
includes taxes & fees
Dec 28 - Dec 29
Courtyard by Marriott Chesapeake
Courtyard by Marriott Chesapeake
3.0 star property
Greenbrier East
7.4 out of 10, Good, (598)
7.4/10
Good
(598)
- Relax in Chesapeake with fitness options, terrace dining, and nearby attractions.
The price is $93
$93
$109 total
includes taxes & fees
Dec 28 - Dec 29
STUDIOS & SUITES 4 LESS CHESAPEAKE
STUDIOS & SUITES 4 LESS CHESAPEAKE
2.0 star property
South Norfolk
6.8 out of 10, (669)
6.8/10
(669)
- Ideal stay near Greenbrier Mall with easy access to Norfolk's top attractions.
The price is $55
$55
$66 total
includes taxes & fees
Dec 23 - Dec 24
Fairfield Inn & Suites by Marriott Chesapeake Suffolk
Fairfield Inn & Suites by Marriott Chesapeake Suffolk
2.5 star property
Western Branch North
8.2 out of 10, Very Good, (697)
8.2/10
Very Good
(697)
- Explore Chesapeake with free breakfast, convenient parking, and fitness center.
The price is $93
$93
$109 total
includes taxes & fees
Dec 28 - Dec 29
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.
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.
Check out pet-friendly hotels in Chesapeake
8.6 out of 10, Excellent, (355)
8.6/10
Excellent
(355)
The price is $98
$98
$117 total
includes taxes & fees
Dec 28 - Dec 29
8.4 out of 10, Very Good, (1001)
8.4/10
Very Good
(1001)
The price is $88
$88
$103 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn & Suites Chesapeake-Square Mall
Hampton Inn & Suites Chesapeake-Square Mall2.5 star property
Chesapeake
8.0 out of 10, Very Good, (1001)
8.0/10
Very Good
(1001)
The price is $81
$81
$95 total
includes taxes & fees
Dec 28 - Dec 29
8.4 out of 10, Very Good, (1007)
8.4/10
Very Good
(1007)
The price is $83
$83
$97 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Delta Hotels by Marriott Chesapeake Norfolk
Delta Hotels by Marriott Chesapeake Norfolk3.5 star property
Chesapeake
8.6 out of 10, Excellent, (1002)
8.6/10
Excellent
(1002)
The price is $85
$85
$100 total
includes taxes & fees
Dec 28 - Dec 29
Candlewood Suites Chesapeake by IHG
Candlewood Suites Chesapeake by IHG2.5 star property
Western Branch North
8.0 out of 10, Very Good, (535)
8.0/10
Very Good
(535)
The price is $79
$79
$93 total
includes taxes & fees
Dec 28 - Dec 29
Residence Inn by Marriott Chesapeake Greenbrier
Residence Inn by Marriott Chesapeake Greenbrier3.0 star property
Greenbrier East
8.4 out of 10, Very Good, (583)
8.4/10
Very Good
(583)
The price is $113
$113
$132 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Hilton Garden Inn Chesapeake/Greenbrier
Hilton Garden Inn Chesapeake/Greenbrier3.0 star property
Greenbrier East
7.8 out of 10, Good, (652)
7.8/10
Good
(652)
The price is $100
$100
$119 total
includes taxes & fees
Dec 25 - Dec 26
8.4 out of 10, Very Good, (506)
8.4/10
Very Good
(506)
The price is $110
$110
$129 total
includes taxes & fees
Dec 25 - Dec 26
Red Roof Inn Chesapeake Conference Center
Red Roof Inn Chesapeake Conference Center2.0 star property
Chesapeake
7.0 out of 10, Good, (1005)
7.0/10
Good
(1005)
The price is $75
$75
$88 total
includes taxes & fees
Dec 28 - Dec 29
You may also like hotels with pools in Chesapeake
Comfort Suites Chesapeake - Norfolk
Comfort Suites Chesapeake - Norfolk2.5 star property
Greenbrier East
8.6 out of 10, Excellent, (1007)
8.6/10
Excellent
(1007)
The price is $67
$67
$79 total
includes taxes & fees
Dec 25 - Dec 26
Holiday Inn Express Hotel & Suites Chesapeake by IHG
Holiday Inn Express Hotel & Suites Chesapeake by IHG2.5 star property
Western Branch North
7.4 out of 10, Good, (798)
7.4/10
Good
(798)
The price is $84
$84
$99 total
includes taxes & fees
Dec 25 - Dec 26
Sleep Inn & Suites Chesapeake - Portsmouth
Sleep Inn & Suites Chesapeake - Portsmouth2.5 star property
Chesapeake
6.8 out of 10, (552)
6.8/10
(552)
The price is $71
$71
$84 total
includes taxes & fees
Dec 28 - Dec 29
SpringHill Suites by Marriott Chesapeake Greenbrier
SpringHill Suites by Marriott Chesapeake Greenbrier3.0 star property
Greenbrier East
8.2 out of 10, Very Good, (1002)
8.2/10
Very Good
(1002)
The price is $83
$83
$97 total
includes taxes & fees
Jan 4 - Jan 5, 2026
8.0 out of 10, Very Good, (1007)
8.0/10
Very Good
(1007)
The price is $79
$79
$93 total
includes taxes & fees
Dec 26 - Dec 27
8.4 out of 10, Very Good, (1001)
8.4/10
Very Good
(1001)
The price is $88
$88
$103 total
includes taxes & fees
Jan 4 - Jan 5, 2026
8.4 out of 10, Very Good, (1007)
8.4/10
Very Good
(1007)
The price is $83
$83
$97 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn & Suites Chesapeake-Battlefield Blvd.
Hampton Inn & Suites Chesapeake-Battlefield Blvd.2.5 star property
Greenbrier West
8.0 out of 10, Very Good, (1004)
8.0/10
Very Good
(1004)
The price is $86
$86
$101 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fairfield Inn and Suites By Marriott Chesapeake
Fairfield Inn and Suites By Marriott Chesapeake2.5 star property
Greenbrier East
9.0 out of 10, Wonderful, (1000)
9.0/10
Wonderful
(1000)
The price is $85
$85
$100 total
includes taxes & fees
Dec 28 - Dec 29
Comfort Inn & Suites Chesapeake - Portsmouth
Comfort Inn & Suites Chesapeake - Portsmouth2.5 star property
Chesapeake
6.4 out of 10, (943)
6.4/10
(943)
The price is $68
$68
$86 total
includes taxes & fees
Dec 28 - Dec 29
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.
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.
Go beyond your typical stay in Chesapeake
Pet friendly
Apartment
Family friendly
Cottage
Ocean view
When is the best time to visit Chesapeake?
When is the best time to visit Chesapeake?Our prices for hotels in Chesapeake are cheapest in December
When is the best time to visit Chesapeake?
When is the best time to visit Chesapeake?
Our prices for hotels in Chesapeake are cheapest in December
Price trends for hotels in Chesapeake
Pricing is based on two traveler single night rates
Currently viewing crowd sizes and weather for December.
Typical weather for Chesapeake
December
Low crowds
High 11°C / low 5°C. Sunny most days.
View properties in December 11°
December, Low crowds, average high temperature 11 degrees Celsius, average low temperature 5 degrees Celsius. Sunny most days.
5°
9°
January, Low crowds, average high temperature 9 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
10°
February, Low crowds, average high temperature 10 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
3°
14°
March, Moderate crowds, average high temperature 14 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
6°
19°
April, Moderate crowds, average high temperature 19 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
23°
May, High crowds, average high temperature 23 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
28°
June, High crowds, average high temperature 28 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
30°
July, High crowds, average high temperature 30 degrees Celsius, average low temperature 23 degrees Celsius. Sunny most days.
23°
29°
August, High crowds, average high temperature 29 degrees Celsius, average low temperature 23 degrees Celsius. Sunny most days.
23°
27°
September, Moderate crowds, average high temperature 27 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
21°
October, Moderate crowds, average high temperature 21 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
15°
November, Low crowds, average high temperature 15 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
8°
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 Chesapeake Arboretum and Bowlero Chesapeake.
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
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.
Learn more about Chesapeake
A city of contrasts where urban pleasures meet natural wonders. Catch live music at the Chesapeake Conference Center before exploring the Great Dismal Swamp National Wildlife Refuge's mysterious wetlands. Oak Grove Lake Park offers family-friendly trails where locals fish in peaceful seclusion. The Chesapeake Arboretum's 48 acres showcase native trees along winding paths that feel miles from civilization. Shopping enthusiasts can browse Greenbrier Mall's offerings, though savvy visitors head to local farmers' markets for regional specialties. The city's waterfront areas reveal its maritime heritage, with inlets and waterways that once served as crucial trade routes. Don't miss the wildlife viewing platforms where patient observers spot eagles and herons in their natural habitat.
Photo by Sarah Chiricosta
Open Photo by Sarah Chiricosta
Check out reviews of Chesapeake hotels guests love
Boardwalk Resort and Villas
10/10 Excellent
"Room was clean staff is very friendly and helpful with all my needs. Would definitely come back and stay here. Pool was great hot tub was awesome."
Embassy Suites by Hilton Hampton Convention Center
10/10 Excellent
"Room was amazing, breakfast was nice, staff have been amazing, kind, friendly and helpful! "
Schooner Inn
10/10 Excellent
" Clean room, good staff "
La Quinta Inn by Wyndham Norfolk Virginia Beach
10/10 Excellent
"Henry the GM was very helpful and happy to accommodate me and others guests "
Norfolk Waterside Marriott
10/10 Excellent
"Safe"
Aloft Chesapeake
10/10 Excellent
"I enjoyed my stay and I love how clean and welcoming the staff was. Thank you! "
Hyatt House Virginia Beach / Oceanfront
10/10 Excellent
"great staff clean place "
Hyatt Place Virginia Beach / Oceanfront
10/10 Excellent
"Makayla was most helpful in clearing my room of feathers even after I forgot to call and remind them. "
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
10/10 Excellent
"Very clean. Amenities. Beach front; infront of Boardwalk. "
Frequently asked questions
What accommodations do travelers like in Chesapeake?
Comfort Suites Chesapeake - Norfolk, TRU by Hilton Chesapeake, VA and Holiday Inn Express Chesapeake - Norfolk by IHG are all properties that our guests really like.
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.