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The Best Hotels for First Time Visitors in Chesapeake

Where to Stay on Your First Trip to Chesapeake

Visiting Chesapeake, Virginia for the first time can be an exciting, yet overwhelming experience. With so many incredible hotels to choose from, it can be difficult to know where to stay. If you're deciding where to stay for your first visit to Chesapeake, we've compiled a list of the best hotels for first time visitors. We analyzed all of the hotels in Chesapeake based on price, location, amenities, guest ratings, and more to determine which would be the ideal places to stay for first timers. Whether you're here for just a few days or longer, these hotels offer the perfect combination of amenities, location, and price. For those visiting Chesapeake for the first time, it's important to choose a hotel in a safe and convenient area to make the most of your first visit. You'll want to be close to the activities, shopping, and dining options, of course. When looking for hotels, consider the amenities they offer. Some hotels may have a fitness center, a bar or restaurant, a pool, or even a spa. All of these features can add to your overall enjoyment if you've never been to Chesapeake before. Also, guest ratings and reviews are also important to consider when choosing a hotel. Whether you're visiting Chesapeake for the first time, or you're a seasoned traveler, the best hotels in Chesapeake for first-timers offer the perfect combination of comfort, convenience, and affordability. So, here's our list of suggestions for your next trip.

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

Holiday Inn Express Chesapeake - Norfolk

2-star Hotel with prices starting at $140 (before taxes) - See All Prices
Among the Best Places to Stay for a First Visit to Chesapeake
  • High Quality: guest ratings are higher than average.
  • Heated pool
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Located at 721 Conference Center, Holiday Inn Express Chesapeake - Norfolk has great rooms from $140 (before taxes). It offers an outdoor pool, a casino, a fitness center, a kid-friendly buffet, and breakfast. It has a terrific 8.20 rating out of 10 from previous guests who have stayed here. Only 3 miles from the city center, first time visitors will especially love a free breakfast, city views, free parking, horse riding, and laundry facilities at this relaxing hotel. The heated pool is comfortable, relaxing, and fun for everyone.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Breakfast included
  • Free breakfast
  • Horse riding
More Great Amenities
  • Casino
  • Fitness center
  • Kid-friendly buffet
  • Free parking
  • Bicycle rental
  • Family rooms
  • Heated pool
  • Microwave
  • Refrigerator
  • Saltwater pool
View Prices and Reviews


Delta Hotels Chesapeake Norfolk

3-star Hotel with prices starting at $176 (before taxes) - See All Prices
Perfect Hotel to Make the Most of Your First Visit
  • High Quality: guest ratings are higher than average.
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A great place to stay is Delta Hotels Chesapeake Norfolk which has nice rooms starting at $176. Offering room service, a restaurant, a fitness center, a bar, and laundry services, it also has a great guest rating of 8.40 out of 10 from many previous guests. It's located at 725 Woodlake Drive. This convenient hotel is also nice because it offers pet-friendly rooms, an indoor pool, free parking, kids meals, and horse riding which visitors will enjoy. Also, it's just 3 miles from the city center. The service at the restaurant is terrific, and so is the food.

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


Hampton Inn Norfolk/Chesapeake - Greenbrier Area

2-star Hotel with prices starting at $129 (before taxes) - See All Prices
Great Hotel for First Time Visitors
  • Great Value: the price is lower than average for first time trip hotels.
  • High Quality: guest ratings are higher than average.
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We found Hampton Inn Norfolk/Chesapeake - Greenbrier Area to be a great place to stay, and the price starts at $129. We loved that is has an outdoor pool, room service, a fitness center, breakfast, and laundry services, and it also has a terrific guest rating of 8.30 out of 10 from previous guests. It's located at 701 A Woodlake Drive. You'll also find a free breakfast, pet-friendly rooms, free parking, a multi-lingual staff, and air-conditioning which travelers will love. And this fun hotel is just 2.9 miles from the center of town. The swimming pool is fantastic and lots of fun, too. It's a great value, too, because it's less than the average price for first time trip hotels.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Room service
  • Breakfast included
  • Free breakfast
More Great Amenities
  • Fitness center
  • Laundry service
  • Pets allowed
  • Free parking
  • Microwave
  • Refrigerator
View Prices and Reviews


Hyatt Place Chesapeake

3-star Hotel with prices starting at $142 (before taxes) - See All Prices
Perfect for Your First Visit to Chesapeake
  • Great Value: the price is lower than average for 3-star hotels.
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With terrific rooms from $142, Hyatt Place Chesapeake, at 709 Eden Way North provides a restaurant, a fitness center, a bar, breakfast, and laundry services. Its terrific guest rating is 8.10 out of 10 from previous guests staying here. New visitors will really like this amazing hotel which also offers a free breakfast, pet-friendly rooms, an indoor pool, free parking, and laundry facilities. It's located just 3.9 miles from the city center, too. We love an indoor pool because you can enjoy it any time of the year.

First Time Trip Hotel Amenities
  • Breakfast included
  • Free breakfast
  • Indoor pool
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Laundry service
  • Pets allowed
  • Free parking
  • Family rooms
  • Coffee shop
  • 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 Good Stay for Your First Trip
  • Great Value: the price is lower than average for 3-star hotels.
  • Heated pool
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Residence Inn by Marriott Chesapeake Greenbrier has a great guest rating of 8.00 out of 10, and offers a casino, a fitness center, breakfast, rooms with kitchens, and rooms with kitchenettes. The great rooms here start at $146 before taxes and depending on the season. It can be found at 1500 Crossways Boulevard. Furthermore, it also offers laundry services, golf, a free breakfast, pet-friendly rooms, and a game room, which is nice for first time visitors. Just 3.4 miles from the city center, this fantastic hotel is a terrific choice. Being able to prepare food in the room is also very convenient.

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


Fairfield Inn & Suites Chesapeake

2-star Hotel with prices starting at $113 (before taxes) - See All Prices
Perfect for Your First Time in Chesapeake
  • Great Value: the price is lower than average for 2-star hotels.
  • High Quality: guest ratings are higher than average.
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The great guest rating of Fairfield Inn & Suites Chesapeake is 8.40 out of 10. This place has an outdoor pool, a fitness center, breakfast, laundry services, and a free breakfast. Prices for the terrific rooms are from $113, and it's located at 1560 Crossways Boulevard. We also love the free parking, laundry facilities, air-conditioning, a 24-hour desk, and a microwave which are great for visitors. And since it's just 3.3 miles from the center of the town, the location is great, too. The price of this hotel is less than average for first time trip hotels, which makes it a great value.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Breakfast included
  • Free breakfast
More Great Amenities
  • Fitness center
  • Laundry service
  • Free parking
  • Microwave
  • Refrigerator
View Prices and Reviews


Homewood Suites by Hilton Chesapeake - Greenbrier

3-star Hotel with prices starting at $142 (before taxes) - See All Prices
Perfect for First-Timers
  • Great Value: the price is lower than average for 3-star hotels.
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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, travelers will especially love rooms with kitchens, rooms with kitchenettes, laundry services, a free breakfast, and pet-friendly rooms at this convenient hotel. Having a kitchen in the room is a great way to make meals and save money, too.

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


Hampton Inn & Suites Chesapeake-Battlefield Boulevard

3-star Hotel with prices starting at $130 (before taxes) - See All Prices
Among the Best Places to Stay for a First Visit to Chesapeake
  • Great Value: the price is lower than average for 3-star hotels.
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Hampton Inn & Suites Chesapeake-Battlefield Boulevard offers a fitness center, breakfast, hiking, laundry services, and a free breakfast which we really like. The terrific rooms here start at $130 (before taxes). It's located at 1421 North Battlefield Boulevard and has earned a guest rating of 8.10/10. This fun hotel is also nice because it offers pet-friendly rooms, a hot tub, an indoor pool, free parking, and bicycle rental which new visitors will enjoy. Also, it's just 3.8 miles from the city center. That hot tub is terrific after a long day of sightseeing. It's a great value, too, because it's less than the average price for first time trip hotels.

First Time Trip Hotel Amenities
  • Breakfast included
  • Free breakfast
  • Indoor pool
More Great Amenities
  • Fitness center
  • Hiking
  • Laundry service
  • Pets allowed
  • Hot tub
  • Free parking
  • Bicycle rental
  • 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 Hotel to Make the Most of Your First Visit
  • High Quality: guest ratings are higher than average.
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Located at 709 Woodlake Drive, Staybridge Suites Chesapeake-Virginia Beach has great rooms from $202 (before taxes). It offers a fitness center, a kid-friendly buffet, breakfast, rooms with kitchens, and rooms with kitchenettes. It has a terrific 8.30 rating out of 10 from previous guests who have stayed here. You'll also find laundry services, a free breakfast, pet-friendly rooms, a hot tub, and an indoor pool which first time visitors will love. And this amazing hotel is just 2.9 miles from the center of town.

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


Comfort Suites Chesapeake

3-star Hotel with prices starting at $98 (before taxes) - See All Prices
Great Hotel for First Time Visitors
  • Great Value: the price is lower than average for 3-star hotels.
  • 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.. Visitors will really like this fantastic 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 first time trip hotels.

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


Also, take a look at the First Time Trip hotels in nearby destinations: Williamsburg, Virginia Beach, 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 a Weekend Getaway 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 first-time visitors cost in Chesapeake?

Chesapeake Average First Time Trip Hotel Price
$140

Visitors will find a large range of terrific first time trip hotel choices when planning a visit to Chesapeake, Virginia. The price of these first time trip hotels can vary according to location, type, and amenities. The average first time trip hotel price in Chesapeake, Virginia based on data from 12 hotels is an affordable $140. If you're interested in more information about hotels here, see our guide to hotel prices in Chesapeake.

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

  • 3-star hotels: $148
  • 2-star hotels: $128


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