Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search 321,000 hotels worldwide.

Get the price guarantee available for your trip.

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Featured Chesapeake Adventure Hotels

See all 647 Hotels in Chesapeake
Aloft Chesapeake

Aloft Chesapeake

1454 Crossways Boulevard, Chesapeake
3.0 out of 5.0
4.0 out of 5 (299 reviews)
Strange roomThere was no phone in our room. We had an ancient analog clock which did not work. I was constantly having to look at my phone while worrying that the light from my phone would wake my companion. Strange room.
  Oct 15, 2017

$80

$80
Delta Hotels by Marriott Chesapeake

Delta Hotels by Marriott Chesapeake

725 Woodlake Dr, Chesapeake
3.5 out of 5.0
4.0 out of 5 (62 reviews)
Comfortable Professional staff, outstanding accommodations, excellent friendly staff, great bar and restaurant, great prices. Plan to visit again
  Oct 19, 2017

$83

$83
Hampton Inn & Suites Chesapeake-Battlefield Boulevard

Hampton Inn & Suites Chesapeake-Battlefield Boulevard

1421 Battlefield Blvd N, Chesapeake
2.5 out of 5.0
4.3 out of 5 (99 reviews)
clean, quite and welcomingWe arrived in the middle of the night and the staff there to meet us was very welcoming. After a entire day on the road and bad experiences along the way we needed this to be a easy welcome. The bed was heavenly and the breakfast the next morning was perfect to start us out. That next night we came ...
  Sep 8, 2017

$80

$80
Execustay At Belmont Greenbrie

Execustay At Belmont Greenbrie

1212 Triple Crown Cir, Chesapeake
Extended Stay America - Chesapeake - Churchland Blvd.

Extended Stay America - Chesapeake - Churchland Blvd.

3214 Churchland Blvd, Chesapeake
2.5 out of 5.0
3.2 out of 5 (35 reviews)
There's no actual breakfast, expect hot chocolate and oatmeal. Checking in was really fast and easy. The room always clean and organize. Would definitely recommend it to anyone. Plus it's kids friendly.
  Sep 22, 2017

$63

$63
Extended Stay America Chesapeake - Greenbrier Circle

Extended Stay America Chesapeake - Greenbrier Circle

809 Greenbrier Cir, Chesapeake
2.5 out of 5.0
3.3 out of 5 (54 reviews)
I would definitely recommend this hotel to friends. It was safe, quiet and comfortable, and I would definitely stay again.
  Mar 7, 2017

$72

$72
Hampton Inn & Suites-Chesapeake Square Mall

Hampton Inn & Suites-Chesapeake Square Mall

4449 Peek Trail, Chesapeake
2.5 out of 5.0
4.1 out of 5 (87 reviews)
hotel was fine but hot tub not workingOverall the hotel was fine but one of the reasons we selected this hotel was because it stated it had indoor pool And hot tub. They did have both but we stayed two nights and hot tub had yellow caution tape around it. I think all hotels should indicate at booking when some of their facilities are ...
  Sep 24, 2017

$76

$76
InTown Suites Chesapeake Battlefield

InTown Suites Chesapeake Battlefield

1409 Tintern Street, Chesapeake
2.5 out of 5.0
1.0 out of 5 (1 reviews)
Oakwood At Chespke Coveside

Oakwood At Chespke Coveside

150 Coveside Ln, Chesapeake
Quality Inn

Quality Inn

100 Red Cedar Court, Chesapeake
2.5 out of 5.0
2.4 out of 5 (43 reviews)
Nice roomWe stayed only one night. Good location with Waffle House next door.
  Jul 31, 2016

$52

$52
SpringHill Suites by Marriott Chesapeake Greenbrier

SpringHill Suites by Marriott Chesapeake Greenbrier

1446 Crossways Blvd, Chesapeake
3.0 out of 5.0
4.2 out of 5 (109 reviews)
Great staffThe staff was very kind. When the shuttle wasn't able to come and pick me up, the regional manager come and picked me up. My only negative was the shuttle service had trouble remembering my times for pickup but it still worked out and was a big help to me
  Sep 27, 2017

$77

$77
Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake

817 Greenbrier Circle, Chesapeake
2.5 out of 5.0
3.9 out of 5 (26 reviews)
Awesome HotelThis location has just been re-done. It is beautiful! We will be back.
  Oct 19, 2017

$78

$78
Holiday Inn Express Hotel & Suites Chesapeake

Holiday Inn Express Hotel & Suites Chesapeake

2436 Gum Rd, Chesapeake
2.5 out of 5.0
3.5 out of 5 (64 reviews)
Awesome stay for my daughters 12th Birthday, will definitely stay here again in the future! Breakfast was like a buffet 5stars for sure!!!
  Oct 15, 2017

$85

$85
Sleep Inn & Suites Chesapeake - Portsmouth

Sleep Inn & Suites Chesapeake - Portsmouth

3280 Western Branch Blvd, Chesapeake
2.5 out of 5.0
3.4 out of 5 (58 reviews)
Nice hotelNice location, 25 minutes to beach. Front desk staff very friendly with easy check in. Nice clean pool.
  Oct 11, 2017

$53

$53
Super 8 Chesapeake/Portsmouth

Super 8 Chesapeake/Portsmouth

3216 Churchland Blvd, Chesapeake
2.0 out of 5.0
2.7 out of 5 (7 reviews)
Very convenient Needed to rest during a road trip. Worked out perfectly.
  Jul 4, 2016

$53

$53
Hyatt Place Chesapeake

Hyatt Place Chesapeake

709 Eden Way N, Chesapeake
3.0 out of 5.0
4.4 out of 5 (220 reviews)
Excellent! Staff friendly and helpful! Staff took us to our restaurant so we did not need taxi!
  Oct 11, 2017

$118

$118
Fairfield Inn & Suites by Marriott Chesapeake Suffolk

Fairfield Inn & Suites by Marriott Chesapeake Suffolk

2122 Jolliff Rd, Chesapeake
2.5 out of 5.0
3.9 out of 5 (20 reviews)
Nice hotel to the restaurants and interstateNice hotel to the restaurants and interstate. Nice hotel to the restaurants and interstate
  Aug 21, 2017

$79

$79
Map

Recently booked Adventure Hotels in Chesapeake

Studios and Suites 4 Less
1.5 out of 5.0
Last booking: 2 hours ago
Red Roof Inn Chesapeake Conference Center
2.0 out of 5.0
Last booking: 3 hours ago
Aloft Chesapeake
3.0 out of 5.0
Last booking: 5 hours ago
Sleep Inn & Suites Chesapeake - Portsmouth
2.5 out of 5.0
Last booking: 7 hours ago
Wingate by Wyndham Chesapeake
2.5 out of 5.0
Last booking: 7 hours ago
WoodSpring Suites Chesapeake-Norfolk South
2.5 out of 5.0
Last booking: 8 hours ago
Holiday Inn Express Hotel & Suites Chesapeake
2.5 out of 5.0
Last booking: 8 hours ago
Marriott Chesapeake
3.5 out of 5.0
Last booking: 9 hours ago
SpringHill Suites by Marriott Chesapeake Greenbrier
3.0 out of 5.0
Last booking: 9 hours ago

Chesapeake Adventure Hotel Guide

Buckle up for the thrill of a lifetime when you book an adventure hotel in Chesapeake.
  • Brave all 647 adventure hotels
  • Choose a hotel with help from our verified and vetted consumer reviews
  • Don’t waste your time or money, book today

Book with Expedia.com today and rest assured you’ve landed the best rates around. Because you should take a leap of faith on your activities and not your accommodations.

However, adventure travel isn’t purely for thrill-seeking tourists anymore. Thanks to adventure hotels in Chesapeake, you can take off on an eye-opening journey near the region’s most picturesque locales--even if you simply want to bask in the beauty of the outdoors. Of course, there’s plenty to keep adrenaline-loving adventurers occupied, too. Whether you’re into extreme action sports or calmer sightseeing trips, our selection of Chesapeake adventure hotels lets you experience it all nearby. Book an accommodation today, and challenge yourself to gravity-defying activities and exotic excursions tomorrow.

After a day of heart-racing events, unwind with some of the best amenities in town. From clean and comfortable rooms to on-site restaurants and bars, our adventure hotels offer the ideal balance of bold activities and chilled-out atmospheres. Here at Expedia, we feature the lowest rates around certain to get your adrenaline rushing. Browse our adventure resorts in Chesapeake and score cheap deals, so you can spend more on your excursions and less on your accommodations.