Book a hotel near Harlem Valley Rail Trail, Millerton
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Top hotels close to Harlem Valley Rail Trail

Interlaken Inn & Resort
74 Interlaken Road Lakeville CT
3.38 mi from Harlem Valley Rail Trail
$237 nightly
The price is $273 total per night
$273 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor tennis courts, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Spa

Inn at Pine Plains
3036 Church St. Pine Plains NY
7.33 mi from Harlem Valley Rail Trail
$275 nightly
The price is $311 total per night
$311 total
Dec 11 - Dec 12
Total with taxes and fees
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning. A garden and a picnic area are also provided.
Breakfast included
Pet friendly

the Alander
7519 NY-22 Copake NY
Free Cancellation
Reserve now, pay when you stay
8.8 mi from Harlem Valley Rail Trail
$140 nightly
The price is $157 total per night
$157 total
Dec 11 - Dec 12
Total with taxes and fees
A restaurant and a bar/lounge are featured at this lodge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Take advantage of the free self parking.
Pet friendly
Parking included

Blackberry River Inn
538 Greenwoods Rd W Norfolk CT
14.43 mi from Harlem Valley Rail Trail
$164 nightly
The price is $189 total per night
$189 total
Dec 11 - Dec 12
Total with taxes and fees
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this bed & breakfast. Guests will appreciate free perks like cooked-to-order breakfast and WiFi in public areas. A lobby fireplace, a communal living room, and a picnic area are also on offer.
Pool
Breakfast included

Millbrook Country House Bed & Breakfast
3244 Sharon Turnpike Millbrook NY
14.64 mi from Harlem Valley Rail Trail
$198 nightly
The price is $224 total per night
$224 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning. A terrace, a garden, and luggage storage are also on offer.
Breakfast included
Parking included

Little Cat Lodge
37 Catamount Rd Copake Falls NY
14.98 mi from Harlem Valley Rail Trail
$149 nightly
The price is $167 total per night
$167 total
Dec 11 - Dec 12
Total with taxes and fees
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy the sauna and free perks like continental breakfast and free self parking. A business center, free WiFi in public areas, and a garden are also on offer.
Pool
Breakfast included

The Brooks Motel
2871 New York 23 Hillsdale NY
Free Cancellation
Reserve now, pay when you stay
15.68 mi from Harlem Valley Rail Trail
$135 nightly
The price is $151 total per night
$151 total
Dec 19 - Dec 20
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A virtual front desk are provided for your convenience.
Pet friendly
Parking included

Prospect Berkshires
50 Prospect Lake Rd Egremont MA
16.77 mi from Harlem Valley Rail Trail
$244 nightly
The price is $273 total per night
$273 total
Dec 16 - Dec 17
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the sauna and perks like free self parking and free WiFi. A coffee shop, a grocery/convenience store, and a picnic area are also on offer.
Pool
Spa

Quality Inn
372 Main Street Great Barrington MA
17.98 mi from Harlem Valley Rail Trail
$76 nightly
The price is $85 total per night
$85 total
Dec 23 - Dec 24
Total with taxes and fees
A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A picnic area and barbecue grills are also provided.
Breakfast included
Parking included

Monument Mountain Motel
247 Stockbridge Rd Great Barrington MA
Free Cancellation
Reserve now, pay when you stay
19.28 mi from Harlem Valley Rail Trail
$67 nightly
The price is $74 total per night
$74 total
Dec 11 - Dec 12
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area and barbecue grills are also provided.
Parking included
Free WiFi

Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd Great Barrington MA
Free Cancellation
19.71 mi from Harlem Valley Rail Trail
$107 nightly
The price is $120 total per night
$120 total
Dec 14 - Dec 15
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included

Beekman Arms Hotel
6387 MILL ST Rhinebeck NY
Free Cancellation
Reserve now, pay when you stay
20.65 mi from Harlem Valley Rail Trail
$104 nightly
The price is $117 total per night
$117 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
A restaurant and a bar/lounge are featured at this inn. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference space. Guests will appreciate freebies like continental breakfast and free self parking.
Breakfast included
Pet friendly
Don't see what you're looking for?
See all available properties in Harlem Valley Rail Trail
View all propertiesLowest 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.
Harlem Valley Rail Trail hotels essential information
Accommodation | 2,567 hotels |
|---|---|
Lowest Price | $74 |
Highest Price | $311 |
Popular hotels | Interlaken Inn & Resort, Inn at Pine Plains, the Alander, Blackberry River Inn, Little Cat Lodge, Millbrook Country House Bed & Breakfast, The Brooks Motel, Prospect Berkshires, Quality Inn, Beekman Arms Hotel, Holiday Inn Express Hotel & Suites Great Barrington by IHG, Monument Mountain Motel |
Recent Harlem Valley Rail Trail hotel reviews by fellow wanderers

Holiday Inn Express Hotel & Suites Great Barrington by IHG
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Great hospitality "
A verified traveler stayed at Holiday Inn Express Hotel & Suites Great Barrington by IHG
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