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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20
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, (1,010 reviews)
"Very clean hotel,beautiful view and great staff."
United States
Jackie
The price is CA $163
CA $181 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express Annapolis East-Kent Island by IHG
A multi-story hotel with outdoor seating areas and a dock extending into the water.

2. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (819 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 $231
CA $257 total
includes taxes & fees
Sep 8 - Sep 9
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.

3. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,009 reviews)
"Nice 1 night stay"
United States
roney
The price is CA $202
CA $224 total
includes taxes & fees
Sep 2 - Sep 3
Hilton Garden Inn Kent Island 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, (1,006 reviews)
"good for a short stay"
United States
chanel
The price is CA $165
CA $183 total
includes taxes & fees
Aug 31 - Sep 1
Best Western Kent Narrows Inn
A large, two-story barn-style building with a covered front porch and a garage.

5. Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (179 reviews)
"Wonderful room, bar and food!"
United States
Leigh
The price is CA $225
CA $296 total
includes taxes & fees
Sep 14 - Sep 15
Kent Island Resort
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, (957 reviews)
"Clean room and easy parking"
United States
Faezeh
The price is CA $139
CA $154 total
includes taxes & fees
Sep 14 - Sep 15
Quality Inn Grasonville near Kent Island
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

7. 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 CA $266
CA $330 total
includes taxes & fees
Sep 8 - Sep 9
The Inn at Chesapeake Bay Beach Club

8. 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 CA $114
CA $130 total
includes taxes & fees
Aug 26 - Aug 27
Village Inn Annapolis MD
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
8.0 out of 10, Very good, (1,019 reviews)
"Room was pleasant and clean and breakfast was great!"
United States
Karen
The price is CA $112
CA $123 total
includes taxes & fees
Aug 31 - Sep 1
St Michaels Inn
A DoubleTree by Hilton hotel entrance with a brick facade, a gated driveway, and a clear sky.

10. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,132 reviews)
"Great staff everywhere on the property."
United States
Fabiana
The price is CA $135
CA $154 total
includes taxes & fees
Aug 30 - Aug 31
DoubleTree by Hilton Hotel Annapolis
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, (1,031 reviews)
"Good location, clean and quiet."
United States
Nelson
The price is CA $146
CA $167 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Garden Inn Annapolis Downtown
A hotel entrance with a covered walkway, large glass doors, and a brick facade.

12. 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 CA $145
CA $166 total
includes taxes & fees
Aug 30 - Aug 31
Holiday Inn Express & Suites Annapolis by IHG
A modern hotel with a symmetrical facade, large windows, and a well-lit entrance.

13. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
Annapolis
8.8 out of 10, Excellent, (230 reviews)
"Great Location"
United States
Gary
The price is CA $176
CA $200 total
includes taxes & fees
Aug 30 - Aug 31
Fairfield Inn & Suites By Marriott Annapolis
A Best Western hotel with a modern facade, entrance with glass doors, and a parking area.

14. Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,010 reviews)
"It had a wonderful breakfast and friendly staff"
United States
George
The price is CA $111
CA $126 total
includes taxes & fees
Aug 30 - Aug 31
Best Western Annapolis
A multi-story hotel with a brick facade, large windows, and an American flag.

15. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,017 reviews)
"We had an excellent stay. It was very clean and very conveniently located near everything we needed"
United States
Heather
The price is CA $147
CA $168 total
includes taxes & fees
Sep 23 - Sep 24
Crowne Plaza Annapolis by IHG
A historic brick building with a red roof, multiple windows, and a central staircase.

16. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,978 reviews)
"Second time staying here and we love it!!"
United States
Stephanie
The price is CA $150
CA $218 total
includes taxes & fees
Aug 26 - Aug 27
Historic Inns of Annapolis
A Hilton Garden Inn with a large building and a smaller entrance building.

17. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1,010 reviews)
"Nice place to stay friendly service"
United States
Glenn
The price is CA $134
CA $153 total
includes taxes & fees
Sep 14 - Sep 15
Hilton Garden Inn Annapolis
A lighthouse with a white exterior, a balcony, and a metal roof.

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

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.8 out of 10, Exceptional, (46 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 $170
CA $443 total
includes taxes & fees
Aug 27 - Aug 28
Charming Coastal/Country Home w/3 Acres & Sauna!
A modern Courtyard by Marriott hotel with a well-lit entrance, landscaped garden, and a clear sky.

19. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,006 reviews)
"Perfectly decent hotel for overnight stay during roadtrip."
United States
Phyllis
The price is CA $127
CA $145 total
includes taxes & fees
Aug 31 - Sep 1
Courtyard by Marriott Annapolis
A Country Inn & Suites by Radisson building with a brick facade, white columns, and a green roof.

20. Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,076 reviews)
"Great stay"
United States
Leslie
The price is CA $132
CA $150 total
includes taxes & fees
Sep 16 - Sep 17
Country Inn & Suites by Radisson, Annapolis, MD
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

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

8/10 Good
"I wish I could give half stars because this place is really a 4.5 stars. First off this place was great, it is everything you need for a hotel. Great prices, friendly staff, very clean, very nice hotel. Why I gave it 4 stars? The coffee machine was down for our first night, the jacuzzi was down for maintenance, the wifi went for maintenance lol so it was a little much but I know you can't always control those things. Another small thing, I also wish the TV's were smart TV's and I wish the rooms came with a microwave. Overall great hotel, would stay here again."
Joseph 3-night trip
Posted 6 hours ago
Crowne Plaza Annapolis by IHG

Find out more about Chester

Chester Cabin Rentals information

Number of reviews
9,200
Accommodation
0 Cabin Rentals
Lowest Price
CA $123
Highest Price
CA $443

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 $123 to CA $443 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 $123 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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