Hotels in Dover Plains

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1. Station Inn Pawling

Station Inn Pawling
3.0 star property
Pawling
9.2 out of 10, Wonderful, (217 reviews)
Located minutes from Pawling Free Library and John Kane House, this cozy guesthouse offers convenient access to the Appalachian Trail. Enjoy daily housekeeping and the perks of free WiFi and parking during your stay in this quaint New York retreat.
The price is $146
$165 total
includes taxes & fees
Dec 7 - Dec 8
Station Inn Pawling

2. Rocky River Inn

Rocky River Inn
3.0 star property
New Milford
8.6 out of 10, Excellent, (956 reviews)
This cozy New Milford hotel offers free WiFi and parking just moments from Emmanuel Williamson Park and Town Meadows. Clean rooms with cable TV provide comfort while the helpful staff ensures a pleasant stay near the Appalachian Trail.
The price is $129
$148 total
includes taxes & fees
Nov 9 - Nov 10
Rocky River Inn

3. 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)
This intimate inn offers free WiFi and parking just minutes from Morrison Gallery and Eric Sloane Museum. Enhance your stay with in-room massages after exploring nearby attractions or venture to the Appalachian Trail, just 24 minutes away.
The price is $319
$366 total
includes taxes & fees
Nov 9 - Nov 10
The Kent Collection - The Firefly Inn

4. Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (86 reviews)
This charming B&B offers a peaceful escape with free WiFi and parking near Millbrook Vineyards. Start your day with a complimentary full breakfast before exploring nearby hiking trails or relaxing in the garden and terrace.
The price is $240
$272 total
includes taxes & fees
Nov 9 - Nov 10
Millbrook Country House Bed & Breakfast

5. Maple Leaf Motel

Maple Leaf Motel
2.5 star property
New Milford
5.6 out of 10, (377 reviews)
Experience the charm of New Milford with easy access to Emmanuel Williamson Park and Town Meadows. This hotel offers free WiFi, parking, and 24-hour desk service, with the scenic Appalachian Trail just a short drive away.
The price is $89
$102 total
includes taxes & fees
Nov 9 - Nov 10
Maple Leaf Motel

6. Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (179 reviews)
This charming Cornwall Bridge lodge offers free WiFi, parking, and daily continental breakfast. Swim in the seasonal outdoor pool or unwind on the terrace surrounded by gardens. Kent Falls State Park and the Appalachian Trail provide nearby adventure opportunities.
The price is $212
$243 total
includes taxes & fees
Nov 9 - Nov 10
Cornwall Inn and Lodge

7. Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.6 out of 10, Good, (117 reviews)
This countryside motel offers free WiFi and parking with 24-hour front desk assistance. Located near Housatonic Meadows State Park and Clarke Outdoors, it's perfect for outdoor enthusiasts looking to explore hiking trails and snowboarding venues.
The price is $130
$150 total
includes taxes & fees
Nov 9 - Nov 10
Hitching Post Country Motel

8. 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, (556 reviews)
The price is $114
$128 total
includes taxes & fees
Nov 12 - Nov 13
Best Western Plus The Inn & Suites At The Falls

9. 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, (1,007 reviews)
Just minutes from the Poughkeepsie Station and Roosevelt historic sites, this welcoming hotel offers a free daily buffet breakfast and 24-hour fitness center. Enjoy clean, value-priced rooms with complimentary WiFi and parking for a convenient Hudson Valley getaway.
The price is $76
$86 total
includes taxes & fees
Dec 3 - Dec 4
Quality Inn Hyde Park Poughkeepsie North

10. Quality Inn Poughkeepsie

Quality Inn Poughkeepsie
2.5 star property
Arlington
7.6 out of 10, Good, (622 reviews)
Surrounded by restaurants and shops, this hotel offers free breakfast and parking. Take a morning dip in the indoor pool or visit the fitness center. Just a short drive from the Culinary Institute of America and praised for helpful staff and clean rooms.
The price is $93
$108 total
includes taxes & fees
Nov 29 - Nov 30
Quality Inn Poughkeepsie

11. Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,159 reviews)
The price is $94
$109 total
includes taxes & fees
Nov 29 - Nov 30
Hyatt Place Poughkeepsie / Hudson Valley

12. Homestead Inn

Homestead Inn
3.5 star property
New Milford
9.2 out of 10, Wonderful, (210 reviews)
Discover tranquility at this cozy bed and breakfast featuring free parking and WiFi near Lovers Leap State Park. Just a short drive from the Elephant's Trunk Flea Market and Appalachian Trail, this welcoming inn offers daily housekeeping for a refreshing stay.
The price is $206
$237 total
includes taxes & fees
Nov 15 - Nov 16
Homestead Inn

13. 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, (1,007 reviews)
Wake up to complimentary continental breakfast at this Highland hotel, just a short drive from Berean Park Beach and McCann Arena. Clean, comfortable rooms await after exploring nearby attractions, with helpful staff available 24/7.
The price is $80
$90 total
includes taxes & fees
Nov 12 - Nov 13
SureStay Plus Hotel by Best Western Highland Poughkeepsie

14. Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (537 reviews)
The price is $98
$113 total
includes taxes & fees
Dec 2 - Dec 3
Home2 Suites By Hilton Poughkeepsie

15. 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)
Peaceful retreat with free daily buffet breakfast and complimentary parking in Poughkeepsie. Just minutes from Culinary Institute of America and local attractions like Locust Grove, this hotel offers fitness facilities and receives praise for its helpful staff.
The price is $97
$113 total
includes taxes & fees
Dec 1 - Dec 2
Holiday Inn Express Poughkeepsie by IHG

16. 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, (1,003 reviews)
This quiet hotel offers comfortable accommodations with refrigerators and microwaves, plus Market Street Grill serving three meals daily. A bar and deli add convenience, while free WiFi and parking enhance stays near Culinary Institute of America.
The price is $110
$129 total
includes taxes & fees
Nov 24 - Nov 25
DoubleTree by Hilton Poughkeepsie Convention Center

17. Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.2 out of 10, Wonderful, (1,011 reviews)
Enjoy complimentary breakfast at this Poughkeepsie hotel featuring a fitness center and outdoor terrace. Each room includes refrigerators and microwaves, with free WiFi and parking. Casperkill Golf Club and Bananas Comedy Club are just minutes away.
The price is $106
$123 total
includes taxes & fees
Nov 16 - Nov 17
Hampton Inn & Suites Poughkeepsie

18. The Heartwood

The Heartwood
3.5 star property
Arlington
9.8 out of 10, Exceptional, (353 reviews)
This Poughkeepsie hotel offers free breakfast, WiFi, and parking near Frances Lehman Loeb Art Center. Work out at the fitness center or savor American cuisine at The Salt Line Restaurant, serving three meals daily. Vassar Golf Course and transit options await nearby.
The price is $158
$184 total
includes taxes & fees
Dec 7 - Dec 8
The Heartwood

19. Troutbeck

Troutbeck
5.0 star property
Amenia
10.0 out of 10, Exceptional, (6 reviews)
Escape to a luxurious retreat in Amenia where rejuvenating spa treatments await. Minutes from Amenia Free Library and Sharon Playhouse, this tranquil hotel features an outdoor pool, restaurant and bar. Free WiFi and parking complement your countryside getaway.
The price is $522
$630 total
includes taxes & fees
Nov 9 - Nov 10
Troutbeck

20. Le Chambord at Curry Estate

Le Chambord at Curry Estate
3.0 star property
Hopewell Junction
9.2 out of 10, Wonderful, (290 reviews)
Wake up to complimentary breakfast at this charming Hopewell Junction retreat. The historic Curry Estate offers a restaurant for delicious meals and a welcoming bar for evening relaxation, plus free WiFi and parking near East Fishkill Library.
The price is $209
$236 total
includes taxes & fees
Nov 9 - Nov 10
Le Chambord at Curry Estate
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.

Go beyond your typical stay in Dover Plains

Top landmarks in Dover Plains

Learn more about Dover Plains

Dover Plains is well-known for its attractions such as Dover Plains Stone Church and Dover Town Hall.

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Frequently Asked Questions

Can I book a refundable hotel in Dover Plains?

If you need the flexibility to change your travel plans to Dover Plains, most accommodations offer refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Dover Plains if I want a vacation home instead of a traditional hotel?

If you're looking for a good alternative to a hotel, review our selection of 5 vacation homes.

What will the weather in Dover Plains be like during my visit?

The warmest months in Dover Plains are usually July and August with an average temp of 69°F. January and February are the chilliest months when the average temp is 31°F. The rainiest months are October and December.

Why should I book my Dover Plains accommodation with Hotels.com?

There are plenty of reasons to book your Dover Plains travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.