A boat docked at a pier during twilight with a city skyline in the background.

Search Villas in Chester

  • 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

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec
No exact matches found, but these alternatives could be just right

Recommended hotels in Chester

1. Laurel Grove Inn on the South

Laurel Grove Inn on the South
3.5 star property
Annapolis
9.2 out of 10, Wonderful, (530 reviews)
"Beautiful property and lovely hosts."
United States
Ruth
The price is HK$1,411
HK$1,609 total
includes taxes & fees
24 Aug - 25 Aug
Laurel Grove Inn on the South
A gazebo with a view of a lake at dusk.

2. Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (1,009 reviews)
"Very clean hotel,beautiful view and great staff."
United States
Jackie
The price is HK$996
HK$1,105 total
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express Annapolis East-Kent Island by IHG
A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.

3. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (818 reviews)
"Beautiful location on a marina, very friendly and helpful staff, well-stocked breakfast, and great views made this a wonderful stay for our family."
United States
Karen
The price is HK$1,310
HK$1,454 total
includes taxes & fees
8 Sept - 9 Sept
Hyatt Place Kent Narrows & Marina
A multi-story hotel with a central courtyard, a flag, and a sign indicating it is a Radisson hotel.

4. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,003 reviews)
"good for a short stay"
United States
chanel
The price is HK$998
HK$1,107 total
includes taxes & fees
30 Aug - 31 Aug
Best Western Kent Narrows Inn
A patio with outdoor seating, overlooking a marina with boats.

5. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,008 reviews)
"Nice 1 night stay"
United States
roney
The price is HK$1,151
HK$1,277 total
includes taxes & fees
30 Aug - 31 Aug
Hilton Garden Inn Kent Island Marina
A Quality Inn hotel with a sign, a lawn, and a building with a clock tower.

6. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (952 reviews)
"Clean room and easy parking"
United States
Faezeh
The price is HK$790
HK$877 total
includes taxes & fees
14 Sept - 15 Sept
Quality Inn Grasonville near Kent Island
A large, two-story barn-style building with a covered front porch and a garage.

7. Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (178 reviews)
"Wonderful room, bar and food!"
United States
Leigh
The price is HK$1,206
HK$1,605 total
includes taxes & fees
10 Sept - 11 Sept
Kent Island Resort
A multi-story hotel with a stone facade, large windows, and a covered entrance.

8. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (479 reviews)
"helpful staff, nice rooms"
United Kingdom
Jamie
The price is HK$1,691
HK$2,077 total
includes taxes & fees
31 Aug - 1 Sept
The Inn at Chesapeake Bay Beach Club
A building with a covered porch supported by columns, a garage with a parked truck, and a small garden with flowers.

9. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,008 reviews)
"Room was pleasant and clean and breakfast was great!"
United States
Karen
The price is HK$699
HK$769 total
includes taxes & fees
31 Aug - 1 Sept
St Michaels Inn
A modern building with large windows, a brick facade, and a well-maintained lawn with flower beds.

10. Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (921 reviews)
"It was pleasant having a room that overlooked the courtyard."
United States
Karen
The price is HK$887
HK$975 total
includes taxes & fees
24 Aug - 25 Aug
Quality Inn
A DoubleTree by Hilton hotel entrance with a brick facade, a gated driveway, and a clear sky.

11. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,118 reviews)
"Great staff everywhere on the property."
United States
Fabiana
The price is HK$765
HK$872 total
includes taxes & fees
30 Aug - 31 Aug
DoubleTree by Hilton Hotel Annapolis
A historic brick building with a red roof, multiple windows, and a central staircase.

12. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,967 reviews)
"Second time staying here and we love it!!"
United States
Stephanie
The price is HK$726
HK$1,096 total
includes taxes & fees
30 Aug - 31 Aug
Historic Inns of Annapolis

13. Village Inn Annapolis MD

Village Inn Annapolis MD
2.0 star property
Annapolis
6.2 out of 10, (518 reviews)
"Always clean staff friendly professional used to pretty much live here years ago always worked with me treated me right.Highly recommend 👌 👍"
United States
Stephen
The price is HK$651
HK$742 total
includes taxes & fees
23 Aug - 24 Aug
Village Inn Annapolis MD
A hotel entrance with a covered walkway, large glass doors, and a brick facade.

14. Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
Annapolis
8.4 out of 10, Very good, (1,010 reviews)
"Reasonable value for the money"
United States
Frank
The price is HK$792
HK$903 total
includes taxes & fees
26 Aug - 27 Aug
Holiday Inn Express & Suites Annapolis by IHG
A hotel with a brick facade, multiple parking spaces, and a landscaped area with trees.

15. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,006 reviews)
"Was very comfortable room very clean with easy parking and a fabulous hot breakfast!"
United States
Margaret
The price is HK$1,090
HK$1,199 total
includes taxes & fees
23 Aug - 24 Aug
Best Western Plus Easton Inn & Suites
A modern hotel with a symmetrical facade, large windows, and a well-lit entrance.

16. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
Annapolis
8.8 out of 10, Excellent, (229 reviews)
"The hotel was clean and relatively quiet. I would be happier if the price for parking was included in the overall cost instead of separate."
United States
Tola
The price is HK$996
HK$1,135 total
includes taxes & fees
27 Aug - 28 Aug
Fairfield Inn & Suites By Marriott Annapolis
A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.

17. The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (911 reviews)
"The Tidewater Inn was the best"
United States
Diana
The price is HK$1,403
HK$1,544 total
includes taxes & fees
23 Aug - 24 Aug
The Tidewater Inn
A Best Western hotel with a modern facade, entrance with glass doors, and a parking area.

18. Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,009 reviews)
"It had a wonderful breakfast and friendly staff"
United States
George
The price is HK$628
HK$716 total
includes taxes & fees
13 Sept - 14 Sept
Best Western Annapolis
A hotel with a modern facade, multiple entryways, and a prominent sign.

19. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,029 reviews)
"Good location, clean and quiet."
United States
Nelson
The price is HK$829
HK$945 total
includes taxes & fees
7 Sept - 8 Sept
Hilton Garden Inn Annapolis Downtown
A multi-story hotel with a brick facade, large windows, and an American flag.

20. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,010 reviews)
"We had an excellent stay. It was very clean and very conveniently located near everything we needed"
United States
Heather
The price is HK$823
HK$938 total
includes taxes & fees
7 Sept - 8 Sept
Crowne Plaza Annapolis by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

10/10 Excellent
"Incredible hotel. Very roomy including a kitchen and living space with a separate TV from the bedroom. Also a pool table room right across the hall. Excellent in every way."
Martin 1-night trip
Posted less than an hour ago
Hampton Inn & Suites Annapolis

Find out more about Chester

Chester Villas information

Number of reviews
7,682
Accommodation
3 Villas
Lowest Price
HK$716
Highest Price
HK$2,077

Explore a world of travel with Expedia