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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31
No exact matches found, but these alternatives could be just right

Recommended hotels in Chester

A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.

1. 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, (1,000 reviews)
"Good hotel for the money and location."
United States
Marc
The price is CA $141
CA $157 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior

2. 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)
"Run down hotel"
United States
Wesley
The price is CA $128
CA $142 total
includes taxes & fees
Nov 8 - Nov 9
Best Western Kent Narrows Inn
A multi-story hotel with outdoor seating areas and a dock extending into the water.

3. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (841 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 CA $217
CA $241 total
includes taxes & fees
Oct 18 - Oct 19
Hyatt Place Kent Narrows & Marina
A Hilton Garden Inn with a marina view, featuring a large building with a prominent logo, a covered entrance, and a parking lot.

4. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,003 reviews)
"Great bartender she was a true professional at her job"
United States
Charles
The price is CA $198
CA $219 total
includes taxes & fees
Oct 19 - Oct 20
Hilton Garden Inn Kent Island Marina
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

5. 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, (501 reviews)
"Great property super friendly, helpful staff."
United States
scott
The price is CA $291
CA $359 total
includes taxes & fees
Nov 2 - Nov 3
The Inn at Chesapeake Bay Beach Club
A large, two-story barn-style building with a covered front porch and a garage.

6. Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (187 reviews)
"Just a wonderful place, we had an amazing stay!"
United States
Bethany
The price is CA $173
CA $239 total
includes taxes & fees
Oct 28 - Oct 29
Kent Island Resort
A Quality Inn hotel with a sign, a lawn, and a building with a clock tower.

7. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (987 reviews)
"Clean room, friendly staff, great breakfast attendant"
United States
Crystal
The price is CA $129
CA $143 total
includes taxes & fees
Nov 8 - Nov 9
Quality Inn Grasonville near Kent Island
A historic brick building with a red roof, multiple windows, and a central staircase.

8. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (2,040 reviews)
"Would stay again"
United States
Ashley
The price is CA $132
CA $200 total
includes taxes & fees
Oct 30 - Oct 31
Historic Inns of Annapolis
A modern hotel with a symmetrical facade, large windows, and a well-lit entrance.

9. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
Annapolis
8.8 out of 10, Excellent, (244 reviews)
"Nice hotel"
United States
Imola
The price is CA $141
CA $161 total
includes taxes & fees
Oct 13 - Oct 14
Fairfield Inn & Suites By Marriott Annapolis
A lighthouse with a white exterior, a balcony, and a metal roof.

10. Charming Coastal/Country Home w/3 Acres & Sauna!

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.8 out of 10, Exceptional, (47 reviews)
"Great location, house was very clean, ample space and Adam was super communicative. Will definitely stay again!"
United States
Michelle P.
The price is CA $114
CA $398 total
includes taxes & fees
Oct 14 - Oct 15
Charming Coastal/Country Home w/3 Acres & Sauna!
A hotel with a modern facade, multiple entryways, and a prominent sign.

11. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,000 reviews)
"Loved everything about it but especially the staff was so friendly and accommodating!"
United Kingdom
petra
The price is CA $151
CA $172 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Garden Inn Annapolis Downtown
Front of property

12. Village Inn Annapolis MD

Village Inn Annapolis MD
2.0 star property
Annapolis
6.2 out of 10, (526 reviews)
"very clean room. All the basic items you need from a budget motel. I admit on the outside the motel looks a bit rough, but inside the rooms where it really matters, it was clean, well organized, and comfortable. I would stay here again, if I was looking for a cheap accommodation in the Annapolis area. Despite being right next to a busy state highway, it was very quiet and conveniently located to a couple of local restaurants and a convenience store."
United States
Keith
The price is CA $118
CA $135 total
includes taxes & fees
Oct 13 - Oct 14
Village Inn Annapolis MD
A Best Western hotel with a modern facade, entrance with glass doors, and a parking area.

13. Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,005 reviews)
"Friendly and respectful staff, clean premises, well stocked breakfast, rooms need better maintenance."
United States
Silvia
The price is CA $113
CA $129 total
includes taxes & fees
Oct 13 - Oct 14
Best Western Annapolis
A hotel with a covered entrance, large columns, 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, (1,001 reviews)
"We stayed for 3 nights and we had a good experience."
Canada
Omer
The price is CA $135
CA $154 total
includes taxes & fees
Nov 9 - Nov 10
Holiday Inn Express & Suites Annapolis by IHG
A brick building with a large entrance and a sign reading "Graduate Annapolis."

15. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,000 reviews)
"Great Hotel in a very central location"
United States
Mark
The price is CA $209
CA $239 total
includes taxes & fees
Oct 26 - Oct 27
Graduate by Hilton Annapolis
A DoubleTree by Hilton hotel entrance with a brick facade, a gated driveway, and a clear sky.

16. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,243 reviews)
"My favorite place to stay in Annapolis"
United States
Michele
The price is CA $158
CA $180 total
includes taxes & fees
Oct 19 - Oct 20
DoubleTree by Hilton Hotel Annapolis
A building with a covered porch supported by columns, a garage with a parked truck, and a small garden with flowers.

17. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.0 out of 10, Very good, (1,004 reviews)
"Great location close to downtown."
United States
Lynn
The price is CA $122
CA $134 total
includes taxes & fees
Nov 1 - Nov 2
St Michaels Inn
A multi-story hotel with a brick facade, large windows, and an American flag.

18. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,005 reviews)
"Great location"
United States
Jose
The price is CA $150
CA $171 total
includes taxes & fees
Oct 25 - Oct 26
Crowne Plaza Annapolis by IHG
A Hampton Inn & Suites hotel with a modern design, featuring a prominent entrance and a covered outdoor area.

19. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very good, (1,001 reviews)
"Friendly staff, clean room, great breakfast"
United States
Courtney
The price is CA $139
CA $159 total
includes taxes & fees
Oct 18 - Oct 19
Hampton Inn & Suites Annapolis
A large white barn with a star on the side, surrounded by a field of sunflowers, and a large house with a green roof in the background.

20. Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (74 reviews)
"The property was stunning. The rooms were very comfortable and the bathroom had all you need. We also really appreciated the drinks and free salted chocolate chip cookies. They were delicious. The inn keepers were and their dogs were a highlight for us. The breakfast was also absolutely delicious. Definitely would recommend this I"
United States
Christine
The price is CA $229
CA $254 total
includes taxes & fees
Nov 1 - Nov 2
Inn at Huntingfield Creek
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.
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Top Chester Hotel Reviews

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

8/10 Good
"Everything was great here except the plug for the tub didnt work."
Jacob 2-night trip
Posted 9 hours ago
Hampton Inn & Suites Annapolis

Find out more about Chester

Chester Cabin Rentals information

Number of reviews
7,497
Accommodation
0 Cabin Rentals
Lowest Price
CA $129
Highest Price
CA $398

Frequently asked questions

What are the best cabins near Chester?
Ranging from small and basic to spacious and luxurious, there are 30 cabins to take your pick of in and around Chester. Some great options include Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay and Country Coziness - Lancaster County Private Cabin.
Are there cheap cabins in Chester?
Priced from CA $129 to CA $398 a night, escaping the ordinary has never been easier. Book one of our cheap cabins in Chester and enjoy an adventure-filled vacation without blowing your budget.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best family cabins near Chester?
If you're after a getaway your kids will rave about, a family cabin in or near Chester is ideal. Whisk your gang away to Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay. It offers a meal delivery service and a travel crib as well as outdoor adventure. Country Coziness - Lancaster County Private Cabin is also perfect for families and features a deck and a toaster.
What are the best river cabins near Chester?
When you think of the word peaceful, a river cabin near Chester should spring to mind. Cabin - - Picturesque Wooded Property With Unique Tiny House is one place where you can find your Zen. In addition to its gorgeous surroundings, it features amenities such as on-site watersports and outdoor furniture. Cabin - Vintage Waterfront A Frame - Hideaway On The Bay is another top choice. On-site watersports and a firepit are some of the conveniences that await you here.
What are the best cabins with pools near Chester?
Staying in a cabin rental with a pool adds even more fun to your vacation. If you're searching for one near Chester, Country Coziness - Lancaster County Private Cabin has amenities like a swimming pool and a patio to make your poolside escape even more incredible. Amazing Getaway: Enjoy Our Cozy Log Cabins On The Chesapeake Bay is another top pick and features a swimming pool and a patio.
What are some great Chester cabins?
When you want to spend time in nature but aren't into roughing it, a cabin is the ideal solution. Lock in a few nights at Waterfront Ridge Retreat Cabin On St Jeromes Creek. This property comes with a water view, a deck and more. Alternatively, experience outdoor adventure and comfort at the same time at Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay. A firepit and a fireplace are among this retreat's amenities.
What are the best weekend cabin rentals in Chester?
Whether you're planning a whirlwind trip with your beau or your entire family, we'll help you find an amazing weekend cabin getaway. One of our favourites? Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay. Featuring a patio and a firepit, you'll love the natural surroundings here. Country Coziness - Lancaster County Private Cabin is another place where you can hit pause. Enjoy a few nights or more at this retreat which offers a swimming pool and a patio.
What are the best cabin prices in Chester?
Whether you're on a tight budget or want to treat yourself on your next trip away, you'll find what you're looking for on Expedia. At the moment, you can rent a Chester cabin from just CA $129 a night.
Can I find log cabins in Chester?
For many nature lovers, the perfect outdoor vacation is all about bunking down in a log cabin full of charm and character. Get adventurous or just unwind and relax at 1850 Historic Log Cabin. Activities such as fishing and hiking are among the exciting things to do here. Another popular log cabin getaway is Tiny House / Log Cabin In Beautiful Wooded Urban Setting. Hiking and horse riding will keep you active when you're not hibernating in your timber-clad digs.
What are the highest-rated cabins in Chester?
There are some cabin rentals that tick all the boxes. Waterfront Ridge Retreat Cabin On St Jeromes Creek is a great example. With an impressive rating, it comes with handy amenities such as a patio, a firepit and much more. Another top option is Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay. A patio and a firepit are a couple of the conveniences here.
Why should I book a cabin in Chester?
Affordability, rustic charm, nature-filled surroundings — there are countless good reasons to choose a Chester cabin. Get far away from the noise of the city and hear the sounds of birds and nature instead. There's a whole lot of adventure just outside your door too. Whether you're taking a break with family members, friends or your sweetie, you'll locate the ideal rental cabin on Expedia.
What are the top nature cabins in Chester?
If you're able to drag yourself away from the comforts of Cabin - - Picturesque Wooded Property With Unique Tiny House, adventure is in store. Among the top nature cabins in Chester, it offers fantastic access to the outdoors and amenities including on-site watersports and a firepit. Cabin - Vintage Waterfront A Frame - Hideaway On The Bay also deserves a spot on your short list. Location, charm, a fireplace, a barbecue grill ... They're just a few things to love about this place.

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