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Our top choices for Dover Plains hotels

1. The Kent Collection - The Firefly Inn

The Kent Collection - The Firefly Inn
2.0 star property
Kent
10.0 out of 10, Exceptional, (12 reviews)
"Comfortable and friendly"
United States
Helen
The price is £275
includes taxes & fees
15 Nov - 16 Nov
The Kent Collection - The Firefly Inn

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
The price is £122
includes taxes & fees
13 Dec - 14 Dec
Rocky River Inn

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
The price is £117
includes taxes & fees
13 Dec - 14 Dec
Station Inn Pawling

4. 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
The price is £203
includes taxes & fees
13 Nov - 14 Nov
Millbrook Country House Bed & Breakfast

5. 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
The price is £182
includes taxes & fees
16 Nov - 17 Nov
Cornwall Inn and Lodge

6. 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
The price is £77
includes taxes & fees
15 Nov - 16 Nov
Maple Leaf Motel

7. 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
The price is £112
includes taxes & fees
13 Nov - 14 Nov
Hitching Post Country Motel

8. 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, (1,011 reviews)
"fair price for a comfortable, clean, quiet stay."
United States
Frederick
The price is £64
includes taxes & fees
6 Dec - 7 Dec
Quality Inn Hyde Park Poughkeepsie North

9. 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
The price is £112
includes taxes & fees
16 Nov - 17 Nov
Best Western Plus The Inn & Suites At The Falls

10. 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
The price is £177
includes taxes & fees
15 Nov - 16 Nov
Homestead Inn

11. Quality Inn Poughkeepsie

Quality Inn Poughkeepsie
2.5 star property
Arlington
7.6 out of 10, Good, (624 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
The price is £77
includes taxes & fees
13 Dec - 14 Dec
Quality Inn Poughkeepsie

12. 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
The price is £134
includes taxes & fees
13 Dec - 14 Dec
The Heartwood

13. Troutbeck

Troutbeck
5.0 star property
Amenia
10.0 out of 10, Exceptional, (6 reviews)
"Outstanding!!"
United States
Charles
The price is £447
includes taxes & fees
13 Dec - 14 Dec
Troutbeck

14. DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center
4.0 star property
Downtown Poughkeepsie
8.4 out of 10, Very good, (1,000 reviews)
"Good hotel"
United States
Barbara
The price is £96
includes taxes & fees
3 Dec - 4 Dec
DoubleTree by Hilton Poughkeepsie Convention Center

15. Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,166 reviews)
"wonderful stay, exactly what we needed"
United States
James
The price is £81
includes taxes & fees
13 Dec - 14 Dec
Hyatt Place Poughkeepsie / Hudson Valley

16. 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
The price is £177
includes taxes & fees
13 Nov - 14 Nov
Le Chambord at Curry Estate

17. Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (538 reviews)
"Staff was friendly and super helpful."
United States
Orlando
The price is £85
includes taxes & fees
3 Dec - 4 Dec
Home2 Suites By Hilton Poughkeepsie

18. 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
The price is £67
includes taxes & fees
16 Nov - 17 Nov
SureStay Plus Hotel by Best Western Highland Poughkeepsie

19. Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG
2.5 star property
Poughkeepsie
8.6 out of 10, Excellent, (1,002 reviews)
"Excellent place—nice room and fine breakfast"
United States
Norman
The price is £84
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn Express Poughkeepsie by IHG

20. Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
3.0 star property
Hyde Park
9.6 out of 10, Exceptional, (633 reviews)
"Very good well recommended"
Australia
Stephen
The price is £143
includes taxes & fees
22 Nov - 23 Nov
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
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.

Compare top hotels in Dover Plains

2.0 star property
Kent
3.0 star property
New Milford
3.0 star property
Pawling
4.0 star property
Millbrook
3.0 star property
Cornwall Bridge
10.0
Exceptional
12 reviews
8.6
Excellent
957 reviews
9.2
Wonderful
218 reviews
9.0
Wonderful
86 reviews
9.2
Wonderful
179 reviews
The price is £275
includes taxes & fees
15 Nov - 16 Nov
The price is £122
includes taxes & fees
13 Dec - 14 Dec
The price is £117
includes taxes & fees
13 Dec - 14 Dec
The price is £203
includes taxes & fees
13 Nov - 14 Nov
The price is £182
includes taxes & fees
16 Nov - 17 Nov
  • No Breakfast included
  • No Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking

Stay near popular Dover Plains attractions

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.

A person standing on rocks by a flowing stream in a forested area.

Top Dover Plains Hotel Reviews

Frequently Asked Questions

What is the best area to stay in Dover Plains?

The best area to stay in Dover Plains is the village centre itself, offering convenience and access to local amenities.

This compact area is centred around Main Street, which runs through the heart of the village. You'll find a few local shops, eateries, and services within easy walking distance. The train station is also located here, which is handy for those arriving by public transport.

For a relaxing escape, couples will appreciate staying in this area. It provides a quiet base from which to explore the surrounding Dutchess County countryside, known for its scenic drives and vineyards. You're also close to the Harlem Valley Rail Trail, superb for a leisurely stroll or bike ride.

Families might find staying slightly outside the immediate village centre beneficial, in areas that offer larger properties or guesthouses with more space.

When is the best time to go to Dover Plains?

The best time to go to Dover Plains is during the spring (late April to early June) and autumn (September to October) months.

Spring offers pleasant weather with blossoming trees and flowers, making it ideal for outdoor activities like hiking and exploring the local scenery without the summer heat. The countryside is particularly picturesque during this period.

Autumn is another excellent choice, renowned for its spectacular fall foliage. The rolling hills and forests surrounding Dover Plains transform into a vibrant display of reds, oranges, and yellows. This season is superb for scenic drives, apple picking, and enjoying the crisp, cool air.

While summer provides warm weather for lake activities, it can be quite humid.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Dover Plains.

How much is the nightly rate at a Dover Plains hotel?

Prices for hotels in Dover Plains often vary, but you can find a great deal from £64 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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