Deals on vacations and trips to Colebrook

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Top Colebrook hotels deals

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
$145 nightly
The price is $162 total per night
$162 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate the picnic area. Enjoy the seasonal outdoor pool and conveniences like a coffee shop and barbecue grills.
Pool
Air conditioning
Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon

3 out of 5
55 Simsbury Rd Avon CT
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $136 total per night
$136 total
Dec 29 - Dec 30
Total with taxes and fees
This hotel features a 24-hour gym and an outdoor tennis court. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Simsbury 1820 House

Simsbury 1820 House

4 out of 5
731 Hopmeadow St Simsbury CT
Free Cancellation
Reserve now, pay when you stay
$174 nightly
The price is $200 total per night
$200 total
Dec 28 - Dec 29
Total with taxes and fees
The bed & breakfast's indoor pool, gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy a meal from the restaurant and perks like free continental breakfast and free self parking.
Pool
Breakfast included
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street Great Barrington MA
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $85 total per night
$85 total
Dec 31 - Jan 1, 2026
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
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
$107 nightly
The price is $120 total per night
$120 total
Jan 4 - Jan 5, 2026
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
The Litchfield Inn

The Litchfield Inn

4 out of 5
432 Bantam Road Litchfield CT
Free Cancellation
Reserve now, pay when you stay
$274 nightly
The price is $315 total per night
$315 total
Jan 15 - Jan 16, 2026
Total with taxes and fees
A full-service spa and a 24-hour gym are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like cooked-to-order breakfast and free self parking.
Breakfast included
Spa
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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.

Frequently asked questions

How much are vacation packages to Colebrook?
Your travel dreams can come to life in Colebrook for as low as . Vacation packages include flights and hotels, so you'll find booking is a breeze. The only thing you'll have to concentrate on is getting out there and having a great time.
How long should my Colebrook vacation be?
The majority of people book their hotel for 3 nights in Colebrook. But that doesn't necessarily mean you have to do the same. How long you choose to stay comes down to what you feel like doing during your vacation. If you hope to discover every nook and cranny of this incredible destination, treat yourself to another few nights (or even longer!).
Where can I get the best vacation package deals for Colebrook?
With as many as 400 airlines and 1,000,000 properties all over the world, you can't beat Travelocity. Browse our extensive range and create the perfect package deal to Colebrook. Doesn't it feel amazing when planning a trip is that easy?
Why should I purchase my Colebrook vacation package with Travelocity?
Nothing tops the satisfaction of knowing you've scored the best price in town — that's our Price Match Guarantee. Add to that our inspiring range of destinations and 24/7 team of customer service professionals and you've got the blueprint for an unforgettable vacation.
Can I save money on my Colebrook car rental if I bundle it with hotels and flights?
With a Colebrook vacation package, you can bundle your car, hotel and flight bookings and save tons. If you want to uncover the best of this wonderful area, why not check out Times Square? This top sight is 95 mi from Colebrook. With your own set of wheels, you'll be there belong long.
Which airport is best for Colebrook?
Many travelers choose to fly into Bradley Intl. Airport (BDL), 20 mi east of downtown Colebrook. Others prefer Tweed - New Haven Regional Airport (HVN) (50 mi away from central Colebrook) or Stewart Intl. Airport (SWF) (60 mi away from central Colebrook).
Where should I stay when visiting Colebrook?
The Stylish Comfort in a Stunning Country Setting is the top choice of many travelers. Book soon to avoid missing out.

Photos of local treasures

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Photo by Simmie Reagor
Photo by Simmie Reagor
Photo by Kim Knox Beckius
Photo by Kim Knox Beckius