We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Chesapeake

Refine search

Price per night

 

Traveler rating

 

Hotel class

 

Hotel brand

Show all brands
Major Brands
Individual Chains
Show only major brands
 

Property name

Reset
 
Free Newsletter

Interested in Chesapeake?

We'll send you updates with the latest deals, reviews and articles for Chesapeake each week.

Map of Chesapeake Hotels

Hotels (42)

B&Bs / Inns (1)

Specialty Lodging (4)

You are zoomed out too far to see location pins. Please zoom back in.
Search hotels
Map showing X-Y of Z
Clear filter(s)

Hotels Travelers Trust

Sort by [ Popularity ] [ Price ]
1550 Crossways Blvd, Chesapeake, VA 23320
Comfort Suites Slideshow
Show Prices
$98 - $202 Avg. price/night*
Ollie #1 of 42 hotels in Chesapeake
  •  A most enjoyable stay 
  • Excellent!! Very nice room. Comfy bed, clean bath, a/c worked quiet. I... more
  • August 19, 2015
Professional photos | Traveler photos (51)
Special Offer Choice Privileges Points
1560 Crossways Boulevard, Chesapeake, VA 23320
FairField Inn & Suites by Marriott Chesapeake Slideshow
Show Prices
$90 - $172 Avg. price/night*
Ollie #2 of 42 hotels in Chesapeake
Professional photos | Traveler photos (61)
Special Offer Double Rewards Points!
1562 Crossways Blvd, Chesapeake, VA 23320
Courtyard by Marriott Chesapeake Greenbrier Slideshow
Show Prices
$102 - $184 Avg. price/night*
Ollie #3 of 42 hotels in Chesapeake
  •  Disappointing stay 
  • The room was quiet and clean and the bed was comfortable. Location was... more
  • August 25, 2015
Professional photos | Traveler photos (48)
Special Offer Double Rewards Points!
701A Woodlake Drive, Chesapeake, VA 23320
Hampton Inn Norfolk / Chesapeake (Greenbrier Area) Slideshow
Show Prices
$111 - $184 Avg. price/night*
Ollie #4 of 42 hotels in Chesapeake
Professional photos | Traveler photos (46)
Special Offer AAA Member Savings
709 Eden Way North, Chesapeake, VA 23320
Hyatt Place Chesapeake/Greenbrier Slideshow
Show Prices
$101 - $205 Avg. price/night*
Ollie #5 of 42 hotels in Chesapeake
  •  Wedding  
  • Great staff and convenient to airport and beaches. Good restaurants in... more
  • September 2, 2015
Professional photos | Traveler photos (35)
Offers & Announcements Double Your Points
725 Woodlake Drive, exit 289A off I-64 (Greenbrier Pkwy North), Chesapeake, VA 23320
Marriott Chesapeake Slideshow
Show Prices
$111 - $214 Avg. price/night*
Ollie #6 of 42 hotels in Chesapeake
Professional photos | Traveler photos (52)
Special Offer Double Rewards Points!
4449 Peek Trail, Chesapeake, VA 23321
Hampton Inn & Suites Chesapeake Square Mall Slideshow
Show Prices
$92 - $159 Avg. price/night*
Ollie #7 of 42 hotels in Chesapeake
Professional photos | Traveler photos (63)
Special Offer Earn 2X HHonors Points
1421 North Battlefield Boulevard, Chesapeake, VA 23320
Hampton Inn & Suites Chesapeake-Battlefield Blvd. Slideshow
Show Prices
$117 - $182 Avg. price/night*
Ollie #8 of 42 hotels in Chesapeake
  •  Dirty! Horrible! 
  • Do not stay here at all. So dirty. Staff is immature and do not follow... more
  • September 1, 2015
Professional photos | Traveler photos (28)
Special Offer Earn 2X HHonors Points
1565 Crossways Boulevard, Chesapeake, VA 23320
Hilton Garden Inn Chesapeake/Greenbrier Slideshow
Show Prices
$110 - $192 Avg. price/night*
Ollie #9 of 42 hotels in Chesapeake
  •  Nice getaway 
  • We had a nice stay here. The hotel staff was friendly. The room was clean... more
  • September 2, 2015
Professional photos | Traveler photos (81)
Special Offer Bed & Breakfast Deal
1569 Crossways Blvd, Chesapeake, VA 23320
Homewood Suites by Hilton Chesapeake-Greenbrier Slideshow
Show Prices
$133 - $227 Avg. price/night*
Ollie #10 of 42 hotels in Chesapeake
Professional photos | Traveler photos (70)
Special Offer Earn 2X HHonors Points
1500 Crossways Boulevard, Chesapeake, VA 23320
Residence Inn Chesapeake Greenbrier Slideshow
Show Prices
$147 - $227 Avg. price/night*
Ollie #11 of 42 hotels in Chesapeake
  •  Acceptable or not 
  • I have stayed here on multiple occasions and all of my experiences have... more
  • July 26, 2015
Professional photos | Traveler photos (44)
Special Offer Double Rewards Points!
817 Greenbrier Circle, Chesapeake, VA 23320
Wingate by Wyndham Chesapeake Slideshow
Show Prices
$84 - $177 Avg. price/night*
Ollie #12 of 42 hotels in Chesapeake
Professional photos | Traveler photos (33)
Special Offer Plan Ahead, Save 15%
1446 Crossways Boulevard, Chesapeake, VA 23320
Springhill Suites Chesapeake Greenbrier Slideshow
Show Prices
$113 - $206 Avg. price/night*
Ollie #13 of 42 hotels in Chesapeake
  •  Not worth the price 
  • Hotel price was jacked up because there was a large sporting event in... more
  • August 9, 2015
Professional photos | Traveler photos (26)
Special Offer Double Rewards Points!
3355 S. Military Highway, Chesapeake, VA 23323
Comfort Inn & Suites Slideshow
Show Prices
$82 - $180 Avg. price/night*
Ollie #14 of 42 hotels in Chesapeake
Professional photos | Traveler photos (31)
Special Offer Choice Privileges Points
2122 Jolliff Rd, Chesapeake, VA 23321
No photo provided
Show Prices
$101 - $158 Avg. price/night*
Ollie #15 of 42 hotels in Chesapeake
  •  Good business hotel 
  • This was an ideal hotel for my one week business trip. Friendly staff and... more
  • September 1, 2015
Professional photos
Special Offer Earn Rewards Points!
Top Value! $32 less than similar hotels in Chesapeake
 
137 Kempsville Rd, Kempsville Road & Battlefield, Chesapeake, VA 33230
$42 - $76 Avg. price/night*
Ollie #16 of 42 hotels in Chesapeake
Traveler photos (20)
1454 Crossways Blvd, Chesapeake, VA 23320
aloft Chesapeake Slideshow
Show Prices
$95 - $176 Avg. price/night*
Ollie #17 of 42 hotels in Chesapeake
Professional photos | Traveler photos (32)
Special Offer $10 Breakfast Credit
709 Woodlake Drive, Chesapeake, VA 23320
Staybridge Suites Chesapeake Slideshow
Show Prices
$124 - $216 Avg. price/night*
Ollie #18 of 42 hotels in Chesapeake
Professional photos | Traveler photos (202)
Special Offer Save 10-30%
Top Value! $17 less than similar hotels in Chesapeake
 
3235 Western Branch Blvd, Chesapeake, VA 23321
BEST WESTERN PLUS Portsmouth-Chesapeake Hotel Slideshow
Show Prices
$61 - $109 Avg. price/night*
Ollie #19 of 42 hotels in Chesapeake
  •  Best Western review 
  • Overall dissatisfied with the hotel in general. Jacuzzi was broken and not... more
  • August 25, 2015
Professional photos | Traveler photos (20)
Special Offer 1,000 bonus reward...
724 Woodlake Drive, Chesapeake, VA 23320
Show Prices
$65 - $108 Avg. price/night*
Ollie #20 of 42 hotels in Chesapeake
  •  Second visit 
  • Stayed here in November of 2014, was clean and neat them and clean and... more
  • September 2, 2015
Professional photos | Traveler photos (28)