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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Crumpton

A hotel with a beige facade, red brick accents, and a symmetrical design.

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (973 reviews)
"This was a very well maintained place and the breakfast was really good."
United States
Amy
$104 nightly
The price is $115
Oct 4 - Oct 5
Total with taxes and fees
Comfort Inn & Suites Chestertown
A hotel entrance with a clear sky, a parking lot, and a brick building with a covered entrance.

2. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (489 reviews)
"Very nice hotel. Have stayed here every year for the Pirates and Wenches Festival in Rock Hall."
United States
Linda
$72 nightly
The price is $80
Sep 14 - Sep 15
Total with taxes and fees
Red Roof Inn & Suites Chestertown
A two-story house with a gabled roof, a front porch, and a front door with a decorative surround.

3. Guest Suite for up to 2 in a Victorian on the Chester River

Guest Suite for up to 2 in a Victorian on the Chester River
Millington
9.8 out of 10, Exceptional, (27 reviews)
"The stay was wonderful Just the weekend getaway we needed. Plus a wonderful host being so attentive when needed 10/10 will stay again!"
United States
Riley B.
$118 nightly
The price is $125
Sep 10 - Sep 11
Total with taxes and fees
Guest Suite for up to 2 in a Victorian on the Chester River
A two-story building with a brick facade, large windows, and a sloped roof.

4. Driftwood Inn

Driftwood Inn
2.0 star property
Chestertown
5.2 out of 10, (181 reviews)
"It was a nice, clean place to stay the night."
United States
Kathy
$64 nightly
The price is $70
Sep 9 - Sep 10
Total with taxes and fees
Driftwood Inn
A modern building with a covered entrance, stone pillars, and a parking lot with cars.

5. Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG
2.5 star property
Middletown
9.2 out of 10, Wonderful, (727 reviews)
"They have a very nice hotel"
United States
John
$101 nightly
The price is $112
Oct 4 - Oct 5
Total with taxes and fees
Holiday Inn Express & Suites Middletown by IHG
A Fairfield by Marriott hotel with a modern design, featuring a covered entrance and multiple floors.

6. Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown
3.0 star property
Middletown
9.2 out of 10, Wonderful, (431 reviews)
"Clean hotel and walkable to several restaurants."
United States
Sharon
$119 nightly
The price is $132
Sep 20 - Sep 21
Total with taxes and fees
Fairfield Inn & Suites by Marriott Middletown
A marina with boats docked, surrounded by greenery and a white pergola with seating.

7. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
Chestertown
8.0 out of 10, Very Good, (105 reviews)
"Everything was wonderful"
United States
Lynda
$124 nightly
The price is $137
Sep 9 - Sep 10
Total with taxes and fees
The Lodge at Great Oak Landing
A building with a balcony and large windows, surrounded by trees and a fence.

8. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (125 reviews)
"Exactly as advertised. Great room, clean and highly recommended. "
United States
S G.
$144 nightly
The price is $159
Sep 9 - Sep 10
Total with taxes and fees
First Floor Studio Apartment in Historic Chestertown
A hotel with a covered entrance, multiple windows, and a sign reading "Quality Inn."

9. Quality Inn Smyrna

Quality Inn Smyrna
2.5 star property
Smyrna
7.6 out of 10, Good, (1,005 reviews)
"The staff were warm, welcoming, and genuinely friendly from check-in to check-out. Room was clean and perfect for our extended stay while visiting family."
United States
Carolyn
$86 nightly
The price is $95
Oct 7 - Oct 8
Total with taxes and fees
Quality Inn Smyrna
A large, beige hotel with a flat roof and symmetrical facade, featuring a central entrance with a covered walkway.

10. Hampton Inn Middletown

Hampton Inn Middletown
2.5 star property
Middletown
8.8 out of 10, Excellent, (923 reviews)
"Wonderful"
United States
Ken
$99 nightly
The price is $110
Oct 4 - Oct 5
Total with taxes and fees
Hampton Inn Middletown
A two-story house with a front porch, a staircase, and a garage.

11. Studio Apartment 5 Miles from Dover in quiet town of Hartly w/Dollar Store

Studio Apartment 5 Miles from Dover in quiet town of Hartly w/Dollar Store
Hartly
$148 nightly
The price is $153
Sep 13 - Sep 14
Total with taxes and fees
Studio Apartment 5 Miles from Dover in quiet town of Hartly w/Dollar Store
A living room with a brown leather sofa, a wooden coffee table, and a ceiling fan.

12. Cozy 1-bedroom in-law suite in lovely Chestertown with AC

Cozy 1-bedroom in-law suite in lovely Chestertown with AC
Chestertown
$270 nightly
The price is $286
Oct 5 - Oct 6
Total with taxes and fees
Cozy 1-bedroom in-law suite in lovely Chestertown with AC
A building with a covered parking area and a well-maintained lawn.

13. Relax Inn Smyrna Dover Coastal Gateway

Relax Inn Smyrna Dover Coastal Gateway
2.0 star property
Smyrna
7.8 out of 10, Good, (112 reviews)
"Clean, great staff, and accessible parking."
United States
Ashley
$117 nightly
The price is $125
Sep 17 - Sep 18
Total with taxes and fees
Relax Inn Smyrna Dover Coastal Gateway
A rustic wooden barn with a red roof, surrounded by lush greenery and a wooden fence.

14. Secluded Cottage in Middle of Chestertown

Secluded Cottage in Middle of Chestertown
Chestertown
10.0 out of 10, Exceptional, (2 reviews)
"Robert and Elizabeth were great hosts. They are very communicative and flexible. The house itself is lovely, with nicely decorated rooms and so spacious! The location can’t be beat. Will definitely stay here again."
United States
Amy D.
$269 nightly
The price is $279
Sep 13 - Sep 14
Total with taxes and fees
Secluded Cottage in Middle of Chestertown
A two-story building with a ground-floor commercial space and upper residential units.

15. Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown
Chestertown
10.0 out of 10, Exceptional, (32 reviews)
"Wonderful spot in the center of historical Chestertown,"
United States
Anonymous traveler
$320 nightly
The price is $353
Sep 9 - Sep 10
Total with taxes and fees
Newly restored apartment in the heart of Chestertown
An aerial view of a property with a large house surrounded by lush greenery, a driveway, and a road nearby.

16. Turtle Cove Room

Turtle Cove Room
Kent County
$160 nightly
The price is $174
Sep 14 - Sep 15
Total with taxes and fees
Turtle Cove Room
A covered porch with a wooden floor, a sofa with cushions, a ceiling fan, and a view of a green landscape.

17. Beachcomber Suite

Beachcomber Suite
Kent County
10.0 out of 10, Exceptional, (1 review)
"We absolutely loved staying at the Beachcomber Suite. Tucked away off the main road, with a massive screened porch to enjoy the country side and gardens. It was cosy, clean, well appointed. The shower was amazing. We had a multi-course dinner at Sassafras on the water which was right up the road, 3 minutes away on the water front. I got a text from Jane and Dennis that evening if I wanted fresh bagels in the morning. Well, of course I do! They were warm multi seed and fantastic start to...
United States
Lisa E.
$181 nightly
The price is $196
Sep 14 - Sep 15
Total with taxes and fees
Beachcomber Suite
A covered porch with a wooden bench, potted plants, and a decorative railing.

18. Wren Retweet- Country Estate in Center of C’Town

Wren Retweet- Country Estate in Center of C’Town
Chestertown
10.0 out of 10, Exceptional, (75 reviews)
"Perfect location for exploring the cutest town. "
United States
Mandy D.
$463 nightly
The price is $481
Sep 9 - Sep 10
Total with taxes and fees
Wren Retweet- Country Estate in Center of C’Town
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.

19. Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (73 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
$200 nightly
The price is $223
Sep 13 - Sep 14
Total with taxes and fees
Inn at Huntingfield Creek
A two-story house with a blue exterior and a covered porch. There are two garage doors and a small outdoor seating area.

20. Waterfront Retreat with Private Dock and Beach

Waterfront Retreat with Private Dock and Beach
Worton
10.0 out of 10, Exceptional, (26 reviews)
"Everything was lovely! The dock was beautiful and the accommodations were comfortable.Thanks!"
United States
Max G.
$286 nightly
The price is $316
Oct 4 - Oct 5
Total with taxes and fees
Waterfront Retreat with Private Dock and Beach
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 Crumpton Hotel Reviews

Haven Point Inn and Gallery

Haven Point Inn and Gallery

10/10 Excellent
"It was a great time. This property was a diamond in town. Breakfast was also amazing. Paul who is the owner is very welcoming and helpful. The room was very private overlooking the beautiful back yard and clean. The bikes at the property are a plus. We will be back soon!"
Amany 2-night trip
Posted 1 day ago
Haven Point Inn and Gallery

Find out more about Crumpton

Crumpton Cottages information

Number of reviews
2,059
Accommodation
17 Cottages
Lowest Price
$70
Highest Price
$481

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