Harlem Valley Rail Trail Tours

The best way to explore gorgeous natural landscapes is with your own two feet. Slip on your hiking boots, follow Harlem Valley Rail Trail and take your time to soak up the scenery.

You'll be spoiled for sightseeing choice when staying in Millerton. Harlem Valley Rail Trail is a good place to start here, but there are lots of other worthwhile places to experience. Mount Frissell, TriArts Sharon Playhouse, and Scoville Memorial Library are not far from the trekking route and and will cap off your day nicely.

Plan a trip to see Harlem Valley Rail Trail

Price found within the past 48 hours. Click for updated prices.
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
Price was $615, price is now $443 per person
$443
per person
Jan 16 - Jan 19
found 7 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Hudson (HCC)
9/10 Wonderful! (423 reviews)
Clean room & pet friendly hotel

Reviewed on Nov 6, 2025

Deer Mountain Inn

Deer Mountain Inn

2 out of 5
Save 100% on your flight
Price was $1,025, price is now $771 per person
$771
per person
Jan 16 - Jan 19
found 7 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Hudson (HCC)
9/10 Wonderful! (4 reviews)
I loved the guest room with the pool table and self attend bar.

Reviewed on Oct 22, 2024

Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
Save 100% on your flight
Price was $937, price is now $706 per person
$706
per person
Jan 16 - Jan 19
found 7 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Hudson (HCC)
9.6/10 Exceptional! (193 reviews)
Room was great, highly recommend staying here!

Reviewed on Nov 3, 2025

Popular places to visit

A segment of Undermountain Trail leading up to the Appalachian Trail, which then leads to the summit of Bear Mountain, the tallest peak in Connecticut.

Mount Riga State Park

You can take time to visit Mount Riga State Park during your travels to Salisbury. Discover the mountain views while you're in the area.

Mount Riga State Park

Millerton Village Hall

Millerton Village Hall is just one of the places to see in Millerton, so why not enjoy the other things to explore during your travels?

Millerton Village Hall

North East Town Hall

After visiting North East Town Hall, make a plan to see the other sights and activities in Millerton.

North East Town Hall

Yoakum Preserve

You can take time to visit Yoakum Preserve during your travels to Salisbury. Discover the mountain views while you're in the area.

Yoakum Preserve

Holley-Williams House Museum

You can spend time exploring the galleries in Holley-Williams House Museum during your travels in Lakeville. Discover the area's waterfalls and mountain views.

Holley-Williams House Museum

Riga Lake

Commune with nature and explore the great outdoors at Riga Lake during your travels in Salisbury. Discover the mountain views while you're in the area.

Riga Lake

Best Lodging Options Near Harlem Valley Rail Trail

Interlaken Inn & Resort

Interlaken Inn & Resort

3.5 out of 5
74 Interlaken Road, Lakeville, CT
Interlaken Inn & Resort
the Alander

the Alander

2.5 out of 5
7519 NY-22, Copake, NY
the Alander
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

3 out of 5
131 East Canaan Road, PO Box 664, East Canaan, CT
Locust Tree Bed and Breakfast LLC
Blackberry River Inn

Blackberry River Inn

3 out of 5
538 Greenwoods Rd W, Norfolk, CT
Blackberry River Inn
Little Cat Lodge

Little Cat Lodge

2 out of 5
37 Catamount Rd, Copake Falls, NY
Little Cat Lodge
The Brooks Motel

The Brooks Motel

2 out of 5
2871 New York 23, Hillsdale, NY
The Brooks Motel
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Quality Inn
Prospect Berkshires

Prospect Berkshires

3 out of 5
50 Prospect Lake Rd, Egremont, MA
Prospect Berkshires
Beekman Arms Hotel

Beekman Arms Hotel

3.5 out of 5
6387 MILL ST, Rhinebeck, NY
Beekman Arms Hotel
See all 2,555 properties in Harlem Valley Rail Trail
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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