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

Find All Inclusive Resorts and Hotels in Chesapeake, VA

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chesapeake All Inclusive Resorts and Hotels

This weekend
Next weekend

Our top choices for Chesapeake all-inclusive hotels

1. Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk
2.5 star property
Greenbrier
8.8 out of 10, Excellent, (1,063 reviews)
The price is CA $163
CA $191 total
includes taxes & fees
Sep 2 - Sep 3
Comfort Suites Chesapeake - Norfolk

2. Aloft by Marriott Chesapeake

Aloft by Marriott Chesapeake
3.0 star property
Greenbrier
8.6 out of 10, Excellent, (1,002 reviews)
The price is CA $162
CA $189 total
includes taxes & fees
Sep 2 - Sep 3
Aloft by Marriott Chesapeake

3. Fairfield Inn and Suites By Marriott Chesapeake

Fairfield Inn and Suites By Marriott Chesapeake
3.0 star property
Greenbrier
9.0 out of 10, Wonderful, (1,006 reviews)
The price is CA $167
CA $195 total
includes taxes & fees
Aug 23 - Aug 24
Fairfield Inn and Suites By Marriott Chesapeake

4. Hyatt Place Chesapeake

Hyatt Place Chesapeake
3.0 star property
Greenbrier
8.4 out of 10, Very good, (1,005 reviews)
The price is CA $181
CA $211 total
includes taxes & fees
Aug 30 - Aug 31
Hyatt Place Chesapeake

5. 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, (1,003 reviews)
The price is CA $171
CA $200 total
includes taxes & fees
Aug 23 - Aug 24
Holiday Inn Express Chesapeake - Norfolk by IHG

6. TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA
2.5 star property
Greenbrier
8.6 out of 10, Excellent, (538 reviews)
The price is CA $149
CA $177 total
includes taxes & fees
Aug 23 - Aug 24
TRU by Hilton Chesapeake, VA

7. Hyatt Studios Chesapeake

Hyatt Studios Chesapeake
2.0 star property
Greenbrier
8.2 out of 10, Very good, (68 reviews)
The price is CA $178
CA $207 total
includes taxes & fees
Aug 9 - Aug 10
Hyatt Studios Chesapeake

8. 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)
The price is CA $177
CA $207 total
includes taxes & fees
Aug 16 - Aug 17
Hampton Inn & Suites Chesapeake-Battlefield Blvd.

9. SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier
3.0 star property
Greenbrier
8.0 out of 10, Very good, (1,007 reviews)
The price is CA $146
CA $171 total
includes taxes & fees
Sep 1 - Sep 2
SpringHill Suites by Marriott Chesapeake Greenbrier

10. Hampton Inn Norfolk/Chesapeake (Greenbrier Area)

Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
2.5 star property
Chesapeake
8.4 out of 10, Very good, (1,002 reviews)
The price is CA $166
CA $194 total
includes taxes & fees
Aug 16 - Aug 17
Hampton Inn Norfolk/Chesapeake (Greenbrier Area)
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 $171 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.

Explore a world of travel with Expedia