A golf course, a large building complex, and a marina by a river.

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Our top choices for Chesapeake all-inclusive hotels

1. Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.
2.5 star property
Greenbrier
8.0 out of 10, Very good, (1,001 reviews)
"Rooms was clean and great service"
United States
NATASHA
The price is CA $147
CA $172 total
includes taxes & fees
Nov 9 - Nov 10
Hampton Inn & Suites Chesapeake-Battlefield Blvd.

2. STUDIOS & SUITES 4 LESS CHESAPEAKE

STUDIOS & SUITES 4 LESS CHESAPEAKE
2.0 star property
South Norfolk
7.2 out of 10, Good, (983 reviews)
"Great place to stay. Staff was awesome and very clean."
United States
Eric
The price is CA $85
CA $100 total
includes taxes & fees
Nov 4 - Nov 5
STUDIOS & SUITES 4 LESS CHESAPEAKE

3. Quality Inn Chesapeake - Greenbrier

Quality Inn Chesapeake - Greenbrier
2.5 star property
Greenbrier
5.6 out of 10, (880 reviews)
"The room wasn’t too bad but could have been cleaned a little better. There was a car sitting in the lot that I don’t think ran. There was plenty of parking. I had two towels and two wash cloths which was plenty for my two night stay. I would stay there again."
United States
Debora
The price is CA $67
CA $87 total
includes taxes & fees
Dec 3 - Dec 4
Quality Inn Chesapeake - Greenbrier

4. WoodSpring Suites Chesapeake - Norfolk Greenbrier

WoodSpring Suites Chesapeake - Norfolk Greenbrier
2.5 star property
Chesapeake
6.0 out of 10, (555 reviews)
"Very pet friendly"
United States
Amanda
The price is CA $103
CA $122 total
includes taxes & fees
Nov 23 - Nov 24
WoodSpring Suites Chesapeake - Norfolk Greenbrier

5. YourSpace Hotels Chesapeake

YourSpace Hotels Chesapeake
3.0 star property
Western Branch North
9.6 out of 10, Exceptional, (270 reviews)
"Enjoyed my stay. Very nice hotel to stay at!"
United States
Tyrone
The price is CA $120
CA $141 total
includes taxes & fees
Nov 8 - Nov 9
YourSpace Hotels Chesapeake

6. Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
2.5 star property
Greenbrier
9.0 out of 10, Wonderful, (1,150 reviews)
"Clean room, breakfast, parking"
United States
George
The price is CA $124
CA $145 total
includes taxes & fees
Nov 29 - Nov 30
Comfort Suites Chesapeake - Norfolk

7. TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA
2.5 star property
Greenbrier
8.6 out of 10, Excellent, (609 reviews)
"I enjoyed my stay"
United States
Jeffrey
The price is CA $124
CA $148 total
includes taxes & fees
Nov 29 - Nov 30
TRU by Hilton Chesapeake, VA

8. Hyatt Studios Chesapeake

Hyatt Studios Chesapeake
2.0 star property
Greenbrier
8.8 out of 10, Excellent, (206 reviews)
"Great place"
United States
Deandre
The price is CA $159
CA $186 total
includes taxes & fees
Nov 4 - Nov 5
Hyatt Studios Chesapeake

9. Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake
3.0 star property
Chesapeake
7.8 out of 10, Good, (1,120 reviews)
"Really enjoyed the breakfast 😋"
United States
GLORIA
The price is CA $107
CA $126 total
includes taxes & fees
Nov 22 - Nov 23
Wingate by Wyndham Chesapeake

10. 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, (1,001 reviews)
"Everything was nice and pleasant"
United States
Felicia
The price is CA $130
CA $152 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express Chesapeake - Norfolk by IHG

11. Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
2.5 star property
Chesapeake
8.4 out of 10, Very good, (1,001 reviews)
"Nice staff, clean room and the good ol Hampton Inn waffles!"
United States
James
The price is CA $121
CA $142 total
includes taxes & fees
Nov 23 - Nov 24
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

12. Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
3.0 star property
Greenbrier
8.6 out of 10, Excellent, (1,001 reviews)
"First hotel that had live music was very impress food cooked was fantastic bar workers was very friendly"
United States
Vernon
The price is CA $150
CA $175 total
includes taxes & fees
Nov 29 - Nov 30
Aloft by Marriott Chesapeake

13. Hyatt Place Chesapeake

Hyatt Place Chesapeake
3.0 star property
Greenbrier
8.4 out of 10, Very good, (1,003 reviews)
"Nice place , great location , nice people working there"
United States
Steven
The price is CA $161
CA $188 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt Place Chesapeake

14. Fairfield Inn & Suites by Marriott Chesapeake Suffolk

Fairfield Inn & Suites by Marriott Chesapeake Suffolk
3.0 star property
Western Branch North
8.2 out of 10, Very good, (830 reviews)
"Staff was real friendly"
United States
Darrell
The price is CA $125
CA $147 total
includes taxes & fees
Nov 22 - Nov 23
Fairfield Inn & Suites by Marriott Chesapeake Suffolk

15. Candlewood Suites Chesapeake/Suffolk by IHG

Candlewood Suites Chesapeake/Suffolk by IHG
2.5 star property
Western Branch North
8.0 out of 10, Very good, (657 reviews)
"Definitely a 2-star spot. Good location and a safe environment overall."
United States
Lamont
The price is CA $117
CA $138 total
includes taxes & fees
Nov 20 - Nov 21
Candlewood Suites Chesapeake/Suffolk by IHG

16. SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
3.0 star property
Greenbrier
8.0 out of 10, Very good, (1,003 reviews)
"Nice place to stay before our cruise"
United States
Alice Mahala
The price is CA $180
CA $210 total
includes taxes & fees
Nov 28 - Nov 29
SpringHill Suites by Marriott Chesapeake Greenbrier

17. Staybridge Suites Chesapeake by IHG

Staybridge Suites Chesapeake by IHG
3.0 star property
Chesapeake
8.6 out of 10, Excellent, (569 reviews)
"This hotel has a friendly, courteous, professional, and very helpful staff, from check-in to check-out. The room was excellent!"
United States
Arthur D
The price is CA $158
CA $185 total
includes taxes & fees
Nov 15 - Nov 16
Staybridge Suites Chesapeake by IHG

18. Homewood Suites by Hilton Chesapeake-Greenbrier

Homewood Suites by Hilton Chesapeake-Greenbrier
3.0 star property
Greenbrier
8.0 out of 10, Very good, (584 reviews)
"very outdated and small rooms"
United States
Elyse
The price is CA $165
CA $195 total
includes taxes & fees
Nov 23 - Nov 24
Homewood Suites by Hilton Chesapeake-Greenbrier

19. Red Roof Inn Chesapeake Conference Center

Red Roof Inn Chesapeake Conference Center
2.0 star property
Chesapeake
7.0 out of 10, Good, (1,001 reviews)
"Quiet"
United States
Jennifer
The price is CA $99
CA $117 total
includes taxes & fees
Nov 9 - Nov 10
Red Roof Inn Chesapeake Conference Center

20. 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, (872 reviews)
"Great location in relation to the hospital"
United States
Arleen
The price is CA $116
CA $136 total
includes taxes & fees
Dec 3 - Dec 4
Holiday Inn Express Hotel & Suites Chesapeake by IHG
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.

Choose what matters most at all-inclusive hotels in Chesapeake

Top Chesapeake Hotel Reviews

Frequently asked questions

How much does an all-inclusive hotel in Chesapeake cost?
Enjoy staying in an all-inclusive hotel in Chesapeake, with hotels from CA $126 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
What area of Chesapeake is best for all-inclusive hotels?
Greenbrier is the prime area for travellers seeking all-inclusive hotels in Chesapeake, Virginia. This thriving neighbourhood is known for its convenient access to upscale amenities, including shopping centres, fine dining options, and lush parks. With a focus on comfort and convenience, Greenbrier is perfectly positioned for those looking to unwind while enjoying the local culture. The close proximity to major highways also makes it easy to explore nearby attractions, such as the stunning Virginia Beach or the historic Norfolk waterfront.

For couples seeking a romantic retreat, the Greenbrier area offers several charming all-inclusive options that provide a serene atmosphere. Imagine indulging in a spa day followed by a candlelit dinner—all without having to leave the comfort of your hotel.

Families will appreciate the numerous family-friendly all-inclusive resorts that cater to both adults and children alike. With spacious rooms and activities designed for all ages, these hotels often feature pools, game rooms, and organised excursions that keep everyone entertained and engaged.
What is the best time to stay at an all-inclusive hotel in Chesapeake?
The best time to stay at an all-inclusive hotel in Chesapeake, Virginia, is during the late spring, particularly in May. During this month, temperatures typically range from 15°C to 25°C, offering warm and pleasant weather ideal for enjoying outdoor activities and relaxing by the pool.

May marks the beginning of the tourist season, and the area comes alive with various events and festivals. It's a great time for families and couples alike, as you can take advantage of the inviting weather to explore local parks like Great Dismal Swamp or enjoy a scenic boat ride on the Elizabeth River. The comfortable temperatures make it great for outdoor dining and evening strolls.

If you're looking for a shoulder-season month, consider September. The weather remains warm, generally between 18°C and 28°C, and you can often find better deals on all-inclusive packages.
Is it cheaper to book an all-inclusive hotel and flight package in Chesapeake?
Booking an all-inclusive hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect all-inclusive travel package.
What all-inclusive amenities should we expect at hotels in Chesapeake?
All-inclusive hotels are perfect for travellers who want a relaxing, top-value vacation. Most packages include your room, all meals, snacks, unlimited drinks including alcohol and non-alcoholic drinks. Entertainment, kids' clubs, access to pools and fitness facilities are often included in the all-inclusive package as well. Some even cover airport transfers, while extras like spa treatments or premium alcohol may cost more. Knowing most of your expenses are already covered makes for a truly relaxing getaway. For more information, refer to the property details on Expedia.
Can I cancel my all-inclusive hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right all-inclusive hotel in Chesapeake for you.
How can I save on an all-inclusive hotel in Chesapeake with Expedia?
There are plenty of ways to save on an all-inclusive hotel in Chesapeake. Join One Key™, our free travel rewards program, to unlock instant discounts with Member Prices across a range of premium hotels. Typically, booking in advance will help you save on your hotel. If you're feeling spontaneous, be sure to check for last-minute deals.

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