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The Best Hotels for a Weekend Getaway in Chesapeake

If you're planning the ultimate weekend getaway in Chesapeake, Virginia, you'll need to find the perfect place to stay. Luckily, we've analyzed all the hotels in the area based on key criteria, so you can find the perfect place to relax and unwind for a 2-day or 3-day trip. So, our list below can help you decide where to stay for a weekend in Chesapeake because it has a wide variety of hotels to choose from. No matter what your budget is, you're sure to find a place that meets your needs for a long weekend escape. Whether you're traveling with family, friends, or as a couple, there are plenty of affordable and luxurious options to choose from. You can find everything from 3-star and 4-star hotels to luxury hotels, all with comfortable and relaxing rooms which are perfect for that weekend retreat you've been planning. The amenities in these hotels will vary, but you can expect to find everything you need for a comfortable stay. You'll be able to enjoy sightseeing and exploring the city with ease thanks to the great location of these hotels, too. There are also plenty of restaurants nearby where you can indulge in delicious cuisine. For those looking for more action during their weekend escape in Chesapeake, the area has plenty of things to do, from outdoor activities to cultural attractions. So why wait? Book your perfect 3-day trip with one of the best hotels for a weekend in Chesapeake below.

(Prices are listed in U.S. Dollars.)

Aloft Chesapeake

3-star Hotel with prices starting at $137 (before taxes) - See All Prices
A Great Weekend Getaway Hotel
  • Great Value: the price is lower than average for 3-star hotels.
  • Family-Friendly
  • Pets allowed
  • Heated pool
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Located at 1454 Crossways Boulevard, Aloft Chesapeake has great rooms from $137 (before taxes). It offers a fitness center, a bar, parking, laundry services, and golf. It has a terrific 7.80 rating out of 10 from previous guests who have stayed here. Only 3.4 miles from the city center, visitors will especially love pet-friendly rooms, a game room, an indoor pool, a pool table, and evening entertainment at this convenient hotel. The heated pool is comfortable, relaxing, and fun for everyone. The price of this hotel is less than average for weekend trip hotels, which makes it a great value.

Weekend Trip Hotel Amenities
  • Parking
  • Pets allowed
  • Indoor pool
  • Horse riding
  • Bicycle rental
  • Airport shuttle
  • Family-Friendly
  • Golf
More Great Amenities
  • Fitness center
  • Bar/Lounge
  • Laundry service
  • Game room
  • Heated pool
  • Coffee shop
  • Saltwater pool
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Hampton Inn & Suites Chesapeake-Battlefield Boulevard

3-star Hotel with prices starting at $130 (before taxes) - See All Prices
A Terrific Hotel for a Long Weekend in Chesapeake
  • Great Value: the price is lower than average for 3-star hotels.
  • High Quality: guest ratings are higher than average.
  • Pets allowed
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A great place to stay is Hampton Inn & Suites Chesapeake-Battlefield Boulevard which has nice rooms starting at $130. Offering a fitness center, breakfast, hiking, laundry services, and a free breakfast, it also has a great guest rating of 8.10 out of 10 from many previous guests. It's located at 1421 North Battlefield Boulevard. This fun hotel is also nice because it offers pet-friendly rooms, a hot tub, an indoor pool, free parking, and bicycle rental which weekend visitors will enjoy. Also, it's just 3.8 miles from the city center. Everyone loves a nice indoor pool, and the one here does not disappoint! It's also less than the average price for weekend trip hotels, so it's a great value.

Weekend Trip Hotel Amenities
  • Breakfast included
  • Free breakfast
  • Pets allowed
  • Hot tub
  • Indoor pool
  • Bicycle rental
  • Golf
More Great Amenities
  • Fitness center
  • Hiking
  • Laundry service
  • Free parking
  • Family rooms
  • Microwave
  • Refrigerator
View Prices and Reviews


Residence Inn by Marriott Chesapeake Greenbrier

3-star Hotel with prices starting at $146 (before taxes) - See All Prices
A Great Stay for a Weekend Escape
  • Pets allowed
  • Heated pool
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We found Residence Inn by Marriott Chesapeake Greenbrier to be a great place to stay, and the price starts at $146. We loved that is has a casino, a fitness center, breakfast, rooms with kitchens, and rooms with kitchenettes, and it also has a terrific guest rating of 8.00 out of 10 from previous guests. It's located at 1500 Crossways Boulevard. You'll also find laundry services, golf, a free breakfast, pet-friendly rooms, and a game room which weekend travelers will love. And this comfortable hotel is just 3.4 miles from the center of town. We always love being able to prepare simple meals in a hotel room, and the kitchenette here was teriffic.

Weekend Trip Hotel Amenities
  • Breakfast included
  • Kitchen
  • Free breakfast
  • Pets allowed
  • Indoor pool
  • Horse riding
  • Bicycle rental
  • Golf
More Great Amenities
  • Casino
  • Fitness center
  • Kitchenette
  • Laundry service
  • Game room
  • Free parking
  • Family rooms
  • Heated pool
  • Microwave
  • Refrigerator
View Prices and Reviews


SpringHill Suites Chesapeake Greenbrier

3-star Hotel with prices starting at $117 (before taxes) - See All Prices
A Nice Option for a Weekend Retreat
  • Great Value: the price is lower than average for 3-star hotels.
  • Heated pool
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With terrific rooms from $117, SpringHill Suites Chesapeake Greenbrier, at 1446 Crossways Boulevard provides a fitness center, parking, breakfast, laundry services, and a free breakfast. Its terrific guest rating is 7.80 out of 10 from previous guests staying here. Travelers will really like this relaxing hotel which also offers an indoor pool, horse riding, laundry facilities, bicycle rental, and family rooms. It's located just 3.4 miles from the city center, too. It's a great value, as the price is less than the average for weekend trip hotels.

Weekend Trip Hotel Amenities
  • Parking
  • Breakfast included
  • Free breakfast
  • Indoor pool
  • Horse riding
  • Bicycle rental
  • Airport shuttle
  • Golf
More Great Amenities
  • Fitness center
  • Laundry service
  • Family rooms
  • Heated pool
  • Microwave
  • Refrigerator
View Prices and Reviews


Hilton Garden Inn Chesapeake

3-star Hotel with prices starting at $137 (before taxes) - See All Prices
Perfect Hotel for a 3-day trip in Chesapeake
  • Great Value: the price is lower than average for 3-star hotels.
  • Pets allowed
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Hilton Garden Inn Chesapeake has a great guest rating of 7.50 out of 10, and offers room service, a restaurant, a fitness center, a bar, and laundry services. The great rooms here start at $137 before taxes and depending on the season. It can be found at 1565 Crossways Boulevard. Furthermore, it also offers golf, pet-friendly rooms, an indoor pool, free parking, and laundry facilities, which is nice for visitors. Just 3.4 miles from the city center, this terrific hotel is a terrific choice. Unwinding at the restaurant after sightseeing is a nice way to end the day. We found the price of this hotel to be a great value because the price is less than average for weekend trip hotels.

Weekend Trip Hotel Amenities
  • Room service
  • Pets allowed
  • Indoor pool
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Laundry service
  • Free parking
  • Family rooms
  • Microwave
  • Refrigerator
View Prices and Reviews


Delta Hotels Chesapeake Norfolk

3-star Hotel with prices starting at $176 (before taxes) - See All Prices
A Great Stay for a Weekend Trip to Chesapeake
  • High Quality: guest ratings are higher than average.
  • Pets allowed
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The great guest rating of Delta Hotels Chesapeake Norfolk is 8.40 out of 10. This place has room service, a restaurant, a fitness center, a bar, and laundry services. Prices for the terrific rooms are from $176, and it's located at 725 Woodlake Drive. We also love the pet-friendly rooms, an indoor pool, free parking, kids meals, and horse riding which are great for weekend visitors. And since it's just 3 miles from the center of the town, the location is great, too. The room service is especially nice after a long day.

Weekend Trip Hotel Amenities
  • Room service
  • Pets allowed
  • Indoor pool
  • Horse riding
  • Kid-friendly
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Laundry service
  • Free parking
  • Family rooms
  • Coffee shop
  • Refrigerator
  • Breakfast in the room
View Prices and Reviews


Homewood Suites by Hilton Chesapeake - Greenbrier

3-star Hotel with prices starting at $142 (before taxes) - See All Prices
A Great Hotel for the Ultimate 3 Days in Chesapeake
  • Great Value: the price is lower than average for 3-star hotels.
  • High Quality: guest ratings are higher than average.
  • Outdoor pool
  • Pets allowed
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A cool place is Homewood Suites by Hilton Chesapeake - Greenbrier because it has great rooms that start at $142. It has an outdoor pool, room service, a fitness center, a kid-friendly buffet, and breakfast, it also earned a great guest rating of 8.10 out of 10 from people who have stayed here before. It's found at 1569 Crossways Boulevard. Only 3.5 miles from the city center, weekend travelers will especially love rooms with kitchens, rooms with kitchenettes, laundry services, a free breakfast, and pet-friendly rooms at this fun hotel. Having a kitchen in the room is a great way to make meals and save money, too. It's also less than the average price for weekend trip hotels, so it's a great value.

Weekend Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Breakfast included
  • Kitchen
  • Free breakfast
  • Pets allowed
  • Golf
More Great Amenities
  • Fitness center
  • Kid-friendly buffet
  • Kitchenette
  • Laundry service
  • Free parking
  • Family rooms
  • Microwave
  • Refrigerator
View Prices and Reviews


Staybridge Suites Chesapeake-Virginia Beach

3-star Hotel with prices starting at $202 (before taxes) - See All Prices
Perfect for 2 Days in Chesapeake
  • High Quality: guest ratings are higher than average.
  • Pets allowed
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Staybridge Suites Chesapeake-Virginia Beach offers a fitness center, a kid-friendly buffet, breakfast, rooms with kitchens, and rooms with kitchenettes which we really like. The terrific rooms here start at $202 (before taxes). It's located at 709 Woodlake Drive and has earned a guest rating of 8.30/10. This comfortable hotel is also nice because it offers laundry services, a free breakfast, pet-friendly rooms, a hot tub, and an indoor pool which travelers will enjoy. Also, it's just 2.9 miles from the city center. That hot tub is terrific after a long day of sightseeing.

Weekend Trip Hotel Amenities
  • Breakfast included
  • Kitchen
  • Free breakfast
  • Pets allowed
  • Hot tub
  • Indoor pool
  • Golf
More Great Amenities
  • Fitness center
  • Kid-friendly buffet
  • Kitchenette
  • Laundry service
  • Free parking
  • Family rooms
  • Microwave
  • Refrigerator
View Prices and Reviews


Hyatt Place Chesapeake

3-star Hotel with prices starting at $142 (before taxes) - See All Prices
A Great Weekend Getaway Hotel
  • Great Value: the price is lower than average for 3-star hotels.
  • High Quality: guest ratings are higher than average.
  • Pets allowed
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See Location

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Located at 709 Eden Way North, Hyatt Place Chesapeake has great rooms from $142 (before taxes). It offers a restaurant, a fitness center, a bar, breakfast, and laundry services. It has a terrific 8.10 rating out of 10 from previous guests who have stayed here. You'll also find a free breakfast, pet-friendly rooms, an indoor pool, free parking, and laundry facilities which visitors will love. And this relaxing hotel is just 3.9 miles from the center of town. It's a great value, as the price is less than the average for weekend trip hotels.

Weekend Trip Hotel Amenities
  • Breakfast included
  • Free breakfast
  • Pets allowed
  • Indoor pool
  • Golf
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Laundry service
  • Free parking
  • Family rooms
  • Coffee shop
  • Refrigerator
View Prices and Reviews


Comfort Suites Chesapeake

3-star Hotel with prices starting at $98 (before taxes) - See All Prices
A Terrific Hotel for a Long Weekend in Chesapeake
  • Great Value: the price is lower than average for 3-star hotels.
  • High Quality: guest ratings are higher than average.
  • Pool
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A great place to stay is Comfort Suites Chesapeake which has nice rooms starting at $98. Offering a pool, a fitness center, laundry services, a free breakfast, and free parking, it also has a great guest rating of 8.10 out of 10 from many previous guests. It's located at 1550 Crossways Blvd.. Weekend visitors will really like this terrific hotel which also offers laundry facilities, air-conditioning, a 24-hour desk, a refrigerator, and a sauna. It's located just 3.3 miles from the city center, too. We found the price of this hotel to be a great value because the price is less than average for weekend trip hotels.

Weekend Trip Hotel Amenities
  • Pool
  • Free breakfast
  • Golf
More Great Amenities
  • Fitness center
  • Laundry service
  • Free parking
  • Refrigerator
View Prices and Reviews


Also, take a look at the Weekend Trip hotels in nearby destinations: Virginia Beach, Williamsburg, Newport News, and Norfolk.

For more terrific hotel ideas in Chesapeake, make sure you also see Best Pet-Friendly Hotels in Chesapeake, Best Hotels for First Time Visitors in Chesapeake, Best Hotels for One Week in Chesapeake, Best Hotels for One Night in Chesapeake, or Best Business Hotels in Chesapeake.


How much do hotels for a weekend visit cost in Chesapeake?

Chesapeake Average Weekend Trip Hotel Price
$143

Visitors will find a large range of terrific weekend trip hotel choices when planning a visit to Chesapeake, Virginia. The price of these weekend trip hotels can vary according to location, type, and amenities. The average weekend trip hotel price in Chesapeake, Virginia based on data from 10 hotels is an affordable $143. If you're interested in more information about hotels here, see our guide to hotel prices in Chesapeake.

The average prices of our suggested weekend trip hotels by star rating:

  • 3-star hotels: $143


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