Best Resorts in Dover Plains

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10
No exact matches found, but these alternatives could be just right

Recommended hotels in Dover Plains

A bedroom with a bed, a chair, a small table, and two windows with blinds.

1. The Kent Collection - The Firefly Inn

The Kent Collection - The Firefly Inn
2.0 star property
Kent
10.0 out of 10, Exceptional, (13 reviews)
"Comfortable and friendly"
United States
Helen
$294 nightly
The price is $338
Nov 15 - Nov 16
Total with taxes and fees
The Kent Collection - The Firefly Inn
A hotel room with two beds, a desk, a chair, and a window with curtains.

2. Rocky River Inn

Rocky River Inn
3.0 star property
New Milford
8.6 out of 10, Excellent, (957 reviews)
"If you're looking for a place to stay to explore western Connecticut, you found it."
United States
James
$143 nightly
The price is $165
Dec 14 - Dec 15
Total with taxes and fees
Rocky River Inn
A porch with hanging flower baskets and an American flag.

3. Station Inn Pawling

Station Inn Pawling
3.0 star property
Pawling
9.2 out of 10, Wonderful, (218 reviews)
"Terrific property with great restaurants in walking distance in charming Pawling village."
United States
Sheila
$141 nightly
The price is $160
Dec 13 - Dec 14
Total with taxes and fees
Station Inn Pawling
A garden with a pumpkin, a gourd, and yellow flowers near a building.

4. Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
9.8 out of 10, Exceptional, (26 reviews)
"Very nice, great location in town"
United States
Lisa F.
$162 nightly
The price is $184
Nov 17 - Nov 18
Total with taxes and fees
Mid Century Modern Studio w/ Full Kitchen - Newly Built
A park with a picnic table and chairs, surrounded by lush greenery and trees.

5. Maple Leaf Motel

Maple Leaf Motel
2.5 star property
New Milford
5.6 out of 10, (378 reviews)
"For the price it is exactly as you should expect. The room was clean, but needed very minor upgrades. The grounds were in poor condition. But I didn't come here for anything but the basics, bed, shower, and toilet, and that is what I got. I would use them again. Wifi and phone reception were great. Bring your own phone charger and toiletries."
United States
TYLER
$89 nightly
The price is $102
Nov 15 - Nov 16
Total with taxes and fees
Maple Leaf Motel
A garden with various plants and flowers, a white fence, and outdoor furniture.

6. Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (86 reviews)
"the minute we arrived the host was helpful, and very nice. He even asked if we needed dinner reservations. The room was clean and pristine. the breakfast was excellent. the host was very cordial and helpful. would definitely recommend. would definitely stay again if in that area"
United States
kenneth
$240 nightly
The price is $272
Nov 14 - Nov 15
Total with taxes and fees
Millbrook Country House Bed & Breakfast
A covered outdoor seating area with brick flooring and metal railings, overlooking a river.

7. Best Western Plus The Inn & Suites At The Falls

Best Western Plus The Inn & Suites At The Falls
2.5 star property
Red Oaks Mill
7.6 out of 10, Good, (557 reviews)
"Nice staff"
United States
Kaitlin
$132 nightly
The price is $149
Nov 18 - Nov 19
Total with taxes and fees
Best Western Plus The Inn & Suites At The Falls
A motel sign with a 'VACANCY' notice, surrounded by well-maintained landscaping and a building with a red roof.

8. Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.6 out of 10, (117 reviews)
"Keep your expectations low and you will be happy. It provided what I needed at the end of October. Warm Room with a bed, mattress was so so at best. A bit spendy for an evening."
United States
Michael
$130 nightly
The price is $150
Nov 14 - Nov 15
Total with taxes and fees
Hitching Post Country Motel
A dining area with wooden tables and chairs, a patterned rug, and an exit sign.

9. Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (179 reviews)
"Very nice."
United States
K
$212 nightly
The price is $243
Nov 16 - Nov 17
Total with taxes and fees
Cornwall Inn and Lodge
A building entrance with a covered porch, stone pillars, and a mailbox.

10. Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North
2.5 star property
Hyde Park
8.0 out of 10, Very good, (1,012 reviews)
"fair price for a comfortable, clean, quiet stay."
United States
Frederick
$76 nightly
The price is $86
Dec 6 - Dec 7
Total with taxes and fees
Quality Inn Hyde Park Poughkeepsie North
A hotel room with two beds, a desk with a computer, a television, and a window with red curtains.

11. Quality Inn Poughkeepsie

Quality Inn Poughkeepsie
2.5 star property
Arlington
7.6 out of 10, Good, (625 reviews)
"We only stayed one night , but room was clean and staff pleasant. In the morning we walked about 7 minutes to a nice coffee shop. Location is good . Would stay again."
United States
stacey
$88 nightly
The price is $103
Dec 13 - Dec 14
Total with taxes and fees
Quality Inn Poughkeepsie
An outdoor seating area with stone walls, a fire feature, and yellow chairs.

12. Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (540 reviews)
"Excellent stay overall. Very clean and quiet hotel."
United States
David
$98 nightly
The price is $113
Dec 2 - Dec 3
Total with taxes and fees
Home2 Suites By Hilton Poughkeepsie
A lobby with a wooden bench, a reception desk, and a colorful artwork on the wall.

13. Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG
2.5 star property
Poughkeepsie
8.6 out of 10, Excellent, (1,003 reviews)
"Excellent place—nice room and fine breakfast"
United States
Norman
$97 nightly
The price is $113
Dec 1 - Dec 2
Total with taxes and fees
Holiday Inn Express Poughkeepsie by IHG
A spacious living room with hardwood floors, a large dining area, and a cozy seating area with a red sofa and matching cushions.

14. Homestead Inn

Homestead Inn
3.5 star property
New Milford
9.2 out of 10, Wonderful, (211 reviews)
"This was such a great place to stay and a really great location in New Milford Connecticut. We were right down the block from all of the main shops and restaurants, and we were in love with the rustic and cozy ambience of the homestead inn. Tara and Antonio were so warm and friendly to us. If we go back, we would definitely stay here again"
United States
Kerry
$206 nightly
The price is $237
Nov 19 - Nov 20
Total with taxes and fees
Homestead Inn
A large white building with green shutters, a covered patio with red umbrellas, and a well-maintained garden.

15. Le Chambord at Curry Estate

Le Chambord at Curry Estate
3.0 star property
Hopewell Junction
9.2 out of 10, Wonderful, (291 reviews)
"This is a beautiful place. We totally enjoyed our stay."
United States
Theresa
$209 nightly
The price is $236
Nov 15 - Nov 16
Total with taxes and fees
Le Chambord at Curry Estate
A modern lobby with a blue sofa, marble coffee table, and a reception desk with a blackboard.

16. The Heartwood

The Heartwood
3.5 star property
Arlington
9.8 out of 10, Exceptional, (358 reviews)
"Beautiful hotel very centrally located."
United States
Frida Nohemi
$150 nightly
The price is $174
Dec 14 - Dec 15
Total with taxes and fees
The Heartwood
A wooden pergola structure with a stone pathway leading to a grassy yard.

17. Cozy private room in a shared home with a Full-size bed and private bathroom.

Cozy private room in a shared home with a Full-size bed and private bathroom.
New Milford
10.0 out of 10, Exceptional, (3 reviews)
"I really enjoyed my four night stay here."
United States
Jim B.
$115 nightly
The price is $130
Nov 17 - Nov 18
Total with taxes and fees
Cozy private room in a shared home with a Full-size bed and private bathroom.
A modern hotel with a prominent 'Hyatt Place' sign, outdoor seating area, and a covered entrance.

18. Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,165 reviews)
"wonderful stay, exactly what we needed"
United States
James
$94 nightly
The price is $109
Dec 13 - Dec 14
Total with taxes and fees
Hyatt Place Poughkeepsie / Hudson Valley
A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

19. SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie
2.5 star property
Highland
8.2 out of 10, Very good, (1,011 reviews)
"Great location, plenty of parking, clean and modern room, friendly desk staff, good price"
United States
Andrew
$80 nightly
The price is $90
Nov 18 - Nov 19
Total with taxes and fees
SureStay Plus Hotel by Best Western Highland Poughkeepsie
A covered outdoor seating area with a table and chairs, a potted plant, and a window overlooking a garden.

20. Hudson Pond · Hideaway King Suite · GF Breakfast

Hudson Pond · Hideaway King Suite · GF Breakfast
Poughkeepsie
9.8 out of 10, Exceptional, (8 reviews)
"The host the home and grounds were just lovely! Exactly what we needed for a weekend getaway with our pets. Thank you!"
United States
Stephen
$117 nightly
The price is $132
Dec 1 - Dec 2
Total with taxes and fees
Hudson Pond · Hideaway King Suite · GF Breakfast
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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Learn more about Dover Plains

Hikers find serenity on the Appalachian Trail that passes near this charming Hudson Valley town. Explore the natural beauty of Dover Stone Church, a cave with a waterfall that's perfect for summer adventures.

See all hotels in Dover Plains
A person standing on rocks by a flowing stream in a forested area.

Top reviews in Dover Plains

A bedroom with a bed, a chair, a small table, and two windows with blinds.
The Kent Collection - The Firefly Inn

The Kent Collection - The Firefly Inn

The Kent Collection - The Firefly Inn
Kent

10/10 Excellent

Comfortable and friendly
United States
Helen
Reviewed October 29, 2026
The Kent Collection - The Firefly Inn

Frequently Asked Questions

What can I expect from a resort vacation in Dover Plains?

Expedia can help you find resorts and other lodging options that have similar amenities and services. If you have trouble finding a resort in Dover Plains that works for you, you can use the search filters to look for hotels, or search for properties that offer amenities like swimming pools or all-inclusive rates. We make it easy to book great accommodations so you can move on to planning your trip itinerary.

What's the best resort for my stay in Dover Plains?

Here's our top-rated resort near Dover Plains: Lakeview Cottage with Dock, Kayaks - 17.8 mi (28.7 km) from Dover Plains.

What can I do in Dover Plains?

Dover Plains Stone Church and Dover Town Hall are a few of the interesting sights to visit. Additional attractions in the area include Bull's Bridge and Kent Falls State Park.

What's the seasonal weather like in Dover Plains?

The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Dover Plains are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.

What's the best way to get to and around Dover Plains?

Fly into Danbury, CT (DXR-Danbury Municipal), which is located 25.9 mi (41.7 km) away from the heart of the city. Otherwise, you can search for flights to Oxford, CT (OXC-Waterbury - Oxford), which is 29 mi (46.7 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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