Colebrook

Travel Guide

A coastal landscape with a river flowing into the sea, surrounded by forested hills and a cloudy sky.
A tractor with large tires and a red frame, parked next to a birch tree in a forested area with autumn-colored foliage.
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street South Lee MA
The price is €178 per night from 29 Jul to 30 Jul
€178
29 Jul - 30 Jul
includes taxes & fees
Stay at this family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business centre and a snack bar/deli. Our guests praise the helpful staff in their ...
9.2/10 Wonderful! (916 reviews)
"Nice people"

Reviewed on 22 Jun 2026

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
The price is €116 per night from 28 Jul to 29 Jul
€116
28 Jul - 29 Jul
includes taxes & fees
Stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,004 reviews)
"Nothing fancy. Clean and comfortable. Very short walk to shops and restaurants."

Reviewed on 27 Jun 2026

Quality Inn Great Barrington
Simsbury 1820 House

Simsbury 1820 House

4 out of 5
731 Hopmeadow St Simsbury CT
The price is €257 per night from 29 Jun to 30 Jun
€257
29 Jun - 30 Jun
includes taxes & fees
Stay at this business-friendly B&B in Simsbury. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular ...
9.4/10 Exceptional! (1,003 reviews)
"The Inn is beautiful! I truly enjoyed everything about my stay. Everyone is very helpful and very friendly. I look forward to another stay in the future."

Reviewed on 25 Jun 2026

Simsbury 1820 House
See all 648 properties in Colebrook
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.
Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat

Great Barrington MA
Stay at this holiday home in Great Barrington. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions National Shrine of the Divine Mercy and ...
9.4/10 Exceptional! (16 reviews)
"If you like cuddly cats, book it! A quick night stay while in town for a wedding and Studly was a perfect host… and Marissa :)Easy location, was nice to watch the fish jump and bald eagle hunt for his breakfast as we enjoyed our coffee on the step."

Reviewed on 13 Jun 2026

Cozy Riverside Berkshires Retreat
Private Island - Largest Fresh Water Reservoir in Mass

Private Island - Largest Fresh Water Reservoir in Mass

Otis MA
Stay at this cottage in Otis. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Larkum Pond and Otis Reservoir are located nearby.
8.6/10 Excellent! (9 reviews)
"Location was wonderful, panoramic lake view.Glassed in porch was the primo spot to just relax and chill. Main bedroom and living room were good size. Kitchen was well appointed except for one staple item, no microwave! Second bedroom and bathroom are very small. You’ll want to bring your own linens, ..."

Reviewed on 14 Oct 2025

Private Island - Largest Fresh Water Reservoir in Mass
Little Longbow Lakefront Chalet

Little Longbow Lakefront Chalet

Becket MA
Stay at this family-friendly chalet in Becket. Enjoy a fitness centre, a garden and laundry facilities. Popular attractions Pyramid Lake and Jacob's Pillow are ...
9.8/10 Exceptional! (28 reviews)
"Good location in the berkshires. Property is private and pretty with lots of amenities."

Reviewed on 15 Jun 2026

Little Longbow Lakefront Chalet
See all properties in Colebrook
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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