Book a hotel near Harlem Valley Rail Trail, Millerton

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Hotels near Harlem Valley Rail Trail

Interlaken Inn & Resort

Interlaken Inn & Resort

3.5 out of 5
74 Interlaken Road Lakeville CT
5.44 km from Harlem Valley Rail Trail
The price is CA $310 per night
CA $310
CA $356 total
Dec 10 - Dec 11
includes taxes & fees
Book a stay at this spa hotel in Lakeville. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Holley-Williams House Museum and Harney and Sons Tea Tasting Room are located nearby.
Pool
Spa
Inn at Pine Plains

Inn at Pine Plains

3.5 out of 5
3036 Church St. Pine Plains NY
11.8 km from Harlem Valley Rail Trail
The price is CA $342 per night
CA $342
CA $387 total
Dec 14 - Dec 15
includes taxes & fees
Stay at this B&B in Pine Plains. Enjoy free breakfast, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Pine Plains Library and The Stissing Center are located nearby.
Breakfast included
Pet-friendly
the Alander

the Alander

2.5 out of 5
7519 NY-22 Copake NY
Free cancellation
Reserve now, pay when you stay
14.18 km from Harlem Valley Rail Trail
The price is CA $193 per night
CA $193
CA $217 total
Dec 10 - Dec 11
includes taxes & fees
Stay at this lodge in Copake. Enjoy free WiFi, free parking, and rainfall showerheads. Our guests praise the helpful staff in our reviews. Popular attractions Undermountain Golf Course and Copake Town Park are located nearby.
Pet-friendly
Parking included
Blackberry River Inn

Blackberry River Inn

3 out of 5
538 Greenwoods Rd W Norfolk CT
23.24 km from Harlem Valley Rail Trail
The price is CA $227 per night
CA $227
CA $261 total
Dec 10 - Dec 11
includes taxes & fees
Stay at this B&B in Norfolk. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Haystack Mountain State Park and Haystack Park Pond are located nearby.
Pool
Breakfast included
Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast

4 out of 5
3244 Sharon Turnpike Millbrook NY
23.58 km from Harlem Valley Rail Trail
The price is CA $274 per night
CA $274
CA $309 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Stay at this B&B in Millbrook. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Millbrook Vineyards and Winery and Wing's Castle are located nearby.
Breakfast included
Parking included
Little Cat Lodge

Little Cat Lodge

2 out of 5
37 Catamount Rd Copake Falls NY
24.12 km from Harlem Valley Rail Trail
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Stay at this hotel in Copake Falls. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Catamount Ski Area and Catamount Aerial Adventure Park are located nearby.
Pool
Breakfast included
The Brooks Motel

The Brooks Motel

2 out of 5
2871 New York 23 Hillsdale NY
Free cancellation
Reserve now, pay when you stay
25.26 km from Harlem Valley Rail Trail
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Stay at this motel in Hillsdale. Enjoy free WiFi, free parking, and premium bedding. Popular attractions Catamount Aerial Adventure Park and Community Library are located nearby.
Pet-friendly
Parking included
Prospect Berkshires

Prospect Berkshires

3 out of 5
50 Prospect Lake Rd Egremont MA
27.01 km from Harlem Valley Rail Trail
The price is CA $359 per night
CA $359
CA $448 total
Dec 10 - Dec 11
includes taxes & fees
Stay at this hotel in Great Barrington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Catamount Aerial Adventure Park and Catamount Ski Area are located nearby.
Pool
Spa
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street Great Barrington MA
Free cancellation
Reserve now, pay when you stay
28.95 km from Harlem Valley Rail Trail
The price is CA $105 per night
CA $105
CA $117 total
Dec 22 - Dec 23
includes taxes & fees
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mahaiwe Performing Arts Center and Housatonic River Walk are located nearby.
Breakfast included
Parking included
Monument Mountain Motel

Monument Mountain Motel

2.5 out of 5
247 Stockbridge Rd Great Barrington MA
Free cancellation
Reserve now, pay when you stay
31.05 km from Harlem Valley Rail Trail
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Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Housatonic River and Housatonic River Walk are located nearby.
Parking included
Free WiFi
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 out of 5
415 Stockbridge Rd Great Barrington MA
Free cancellation
31.74 km from Harlem Valley Rail Trail
The price is CA $141 per night
CA $141
CA $157 total
Dec 15 - Dec 16
includes taxes & fees
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lake Mansfield Park and Housatonic River are located nearby.
Pool
Breakfast included
Beekman Arms Hotel

Beekman Arms Hotel

3.5 out of 5
6387 MILL ST Rhinebeck NY
Free cancellation
Reserve now, pay when you stay
33.24 km from Harlem Valley Rail Trail
The price is CA $137 per night
CA $137
CA $156 total
Jan 1 - Jan 2, 2026
includes taxes & fees
Book a stay at this business-friendly inn in Rhinebeck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Starr Library and Dutchess County Fairgrounds are located nearby.
Breakfast included
Pet-friendly
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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.

About Harlem Valley Rail Trail Hotels Near Attractions

Do you have a full travel itinerary while visiting Harlem Valley Rail Trail? Don't waste your time commuting too far from Harlem Valley Rail Trail area attractions.

Harlem Valley Rail Trail hotels essential information

Accommodation
2,569 hotels
Lowest Price
CA $117
Highest Price
CA $448
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

Inn at Pine Plains

Inn at Pine Plains

5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Room was spacious, clean and comfortable."
A verified traveller stayed at Inn at Pine Plains
Inn at Pine Plains

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