Chesapeake Guest Houses

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

No exact matches found, but these alternatives could be just right

Recommended hotels in Chesapeake

Hampton Inn & Suites Chesapeake-Square Mall

Chesapeake

Carol

includes taxes & fees

2 Jul - 3 Jul

YourSpace Hotels Chesapeake

Western Branch North

Mark

includes taxes & fees

2 Jul - 3 Jul

Bowers Hill Inn

Chesapeake

James

includes taxes & fees

4 Jun - 5 Jun

TRU by Hilton Chesapeake, VA

Greenbrier

Betty Jo

includes taxes & fees

7 Jun - 8 Jun

American Inn Chesapeake – Portsmouth

Chesapeake

Victoria

includes taxes & fees

4 Jun - 5 Jun

Fairfield Inn & Suites by Marriott Chesapeake Suffolk

Western Branch North

Richard

includes taxes & fees

14 Jun - 15 Jun

Days Inn by Wyndham Chesapeake

Chesapeake

Roberto Said

includes taxes & fees

9 Jun - 10 Jun

Desk, laptop workspace, blackout curtains, iron/ironing board

Candlewood Suites Chesapeake by IHG

Western Branch North

Cornelio

includes taxes & fees

21 Jun - 22 Jun

Holiday Inn Express Hotel & Suites Chesapeake by IHG

Western Branch North

Danette Lady

includes taxes & fees

21 Jun - 22 Jun

Desk, iron/ironing board, free WiFi, bed sheets

Extended Stay America Suites Chesapeake Greenbrier Circle

Chesapeake

Shaiterria

includes taxes & fees

4 Jun - 5 Jun

STUDIOS & SUITES 4 LESS CHESAPEAKE

South Norfolk

Tiara

includes taxes & fees

7 Jun - 8 Jun

WoodSpring Suites Chesapeake - Norfolk South

Greenbrier

Djennie

includes taxes & fees

4 Jun - 5 Jun

3-bedroom home away from home in fabulous Chesapeake, Virginia.

Chesapeake

James W.

Hampton Inn & Suites Chesapeake-Battlefield Blvd.

Greenbrier

SANDRIA

includes taxes & fees

7 Jun - 8 Jun

Comfort Inn & Suites Chesapeake - Portsmouth

Chesapeake

deshawn

includes taxes & fees

28 Jun - 29 Jun

Courtyard by Marriott Chesapeake

Greenbrier

matthew

includes taxes & fees

7 Jun - 8 Jun

Efficiency King, Non-Smoking - Newly Renovated | Bathroom

Budget Lodge

Western Branch North

Ronald

includes taxes & fees

4 Jun - 5 Jun

Suite, 1 King Bed, Non Smoking, Hot Tub, Kitchenette

Sleep Inn & Suites Chesapeake - Portsmouth

Chesapeake

"It was unnerving to use a kiosk to sign in. Fortunately, a maintenance person was there to let me into the bathroom after being on the road for 6 hours! There was difficultly processing my credit card. My room had a double bed instead of a queen or king, which made sleeping very uncomfortable for me and my husband. The shower leaked onto the floor. Towels were not changed daily. The other hotel guests on my floor were noisy until the late hours. Breakfast was OK with waffles, cereal, coffee. The...

Karen

includes taxes & fees

28 Jun - 29 Jun

Individually decorated, individually furnished, desk, laptop workspace

Quality Inn Chesapeake - Greenbrier

Greenbrier

Jason

includes taxes & fees

28 Jun - 29 Jun

Studio, 1 Queen Bed, Non Smoking | Bathroom

Extended Stay America Select Suites - Chesapeake - Churchland Blvd.

Chesapeake

Lisa

includes taxes & fees

4 Jun - 5 Jun

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Chesapeake Hotel Reviews

Coastal Hotel and Suites Virginia Beach Oceanfront

10/10 Excellent

"The breakfast was great!!!! Changed selection different days and friendly staff!"

Wingate by Wyndham Chesapeake

4/10 Poor

"we booked this hotel due to it having a hot tub, we checked in on Friday 5-29-2026. nothing was relayed prior to check in that the hot tub was not working. as i was waiting in line to check in Friday afternoon my fiancé walked to use the restroom and he looked into the pool area and noticed there was caution tape around the hot tub. we asked the young lady at the front desk and she assured us that it would be fixed tomorrow (Saturday 5/30/26), which it was not fixed then. it was still not usable when we checked out Monday 6/1/2026. we went down to ask for a new set of towels at 8:00am on Monday 6/1 and the gentleman at the front desk said can you wait until housekeeping comes in they will be here later this morning. i was very aggravated at this point so i just said fine and went up to our room to get packed since we had to catch our flight home. we just used our dirty towels, as we were loading a cart up over an hour later to load our rental and check out the front desk representative walked upstairs to hand us a set of bath towels."

Find out more about Chesapeake

Chesapeake Guest Houses information

Number of reviews	12,609
Accommodation	4 Guest Houses
Lowest Price	€64
Highest Price	€131

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Chesapeake