Colebrook Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Simmie Reagor

  • Plan, book, travel with confidence

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    Better together

    Save up to £335 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Packages with flights are ATOL protected

Your Colebrook Holiday

The friendly locals and spectacular views are just the start of the things Colebrook has going for it. Enjoy the very best of this interesting city the way you want with a customised Colebrook holiday package. If your trip to Colebrook includes some sightseeing, drop by famous attractions like Haystack Mountain State Park, Laurel Lanes and Winchester Historical Society. Whatever your travel plans or budget, organising your ultimate tailored Colebrook holiday is a cinch with Expedia.

Colebrook Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Connecticut Valley Winery, Burr Pond State Park and Haystack Mountain State Park

Top hotels in Colebrook

Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is £77 per night from 7 Sept to 8 Sept
£77
7 Sept - 8 Sept
includes taxes & fees
8.2/10 Very Good! (1,008 reviews)
"nice place"

Reviewed on 18 Aug 2025

Quality Inn
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 £86 per night from 2 Sept to 3 Sept
£86
2 Sept - 3 Sept
includes taxes & fees
9/10 Wonderful! (694 reviews)
"Pleasant stay"

Reviewed on 15 Aug 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Simsbury 1820 House

Simsbury 1820 House

4 out of 5
731 Hopmeadow St, Simsbury, CT
Fully refundableReserve now, pay when you stay
The price is £157 per night from 21 Aug to 22 Aug
£157
21 Aug - 22 Aug
includes taxes & fees
9.2/10 Wonderful! (980 reviews)
Summertime slow down
"We stayed in the Carriage House and loved it. Coffee on the 1820 House porch watching the sun come up over the meadow with the Talcott Mountain Ridge. Simsbury is a great place to have a summertime slowdown."

Reviewed on 18 Aug 2025

Simsbury 1820 House
See all 607 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Colebrook travel package cost?
Starting from as low as , a travel package is your passport to low-priced travel. Customize your Colebrook adventure by choosing from our extensive range of hotels, airfares and rental cars.
If I'm not able to travel, can I cancel my Colebrook travel package?
Your situation can change in the blink of an eye, so yes. You may be able to amend or cancel your Colebrook travel package for free within 24 hours of booking. For bookings older than that, you can still make changes, but your car rental company, hotel or airline may impose a fee. Need more information? Check out our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.
How do I get a cheap travel package to Colebrook?
You'll save tons of cash if you combine your car rentals, hotels and flights into a Colebrook travel package. Sometimes cheap means fewer options. But that's not the case with Expedia. We offer more than 550 airlines and 1,000,000 properties all over the world, which means you'll always have plenty of options to choose from. Want to save even more? Add some popular activities to your package deal and unlock even bigger bargains! After all, travel is about more than just getting to your destination.
Does Expedia offer Book Now, Pay Later Colebrook holidays?
Expedia has partnered with online lender Klarna to make booking your next getaway easier on your budget. Paying by instalment means you can spread the costs of your dream holiday, leaving you with more cash to splash while you're away. Klarna has several payment plans to pick from, so you're sure to find one that falls within your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna can help. Paying in easy monthly instalments will make that dream holiday possible.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay off your holiday across multiple transactions.
  • Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to click that "book now" button, consider a low deposit holiday payment plan with Klarna.

What are the top hotels in Colebrook?
If it's your first visit to Colebrook, make a reservation at Hilton Stamford Hotel & Executive Meeting Centre or Howard Johnson by Wyndham Mystic. Both offer friendly service and are popular options with lots of travellers.
How far in advance should I book my Colebrook holiday?
You'll be rewarded with the biggest variety at the cheapest prices by booking your holiday to Colebrook early. Air carriers typically publish flights around 12 months prior to departure, so start your planning ASAP. That being said, Expedia is committed to giving you the best bargains around, so there's never a bad time to book your dream holiday!
What does an Expedia Colebrook travel package include?
That depends entirely on you. You can pick from a range of Colebrook packages, such as a rental car, flight and hotel. You can also book a flight with a hotel, or a rental car and a flight. Once you've made your booking, you can add the fun stuff like activities and tours. Whatever your Colebrook escape looks like, you'll save!
What should I know before booking a Colebrook travel package?
Bundling your bookings into a Colebrook travel package is the most convenient way to organise your trip. Not only that, you'll save when you combine your flights, hotels and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Colebrook Expedia travel package?
Yes — that's the beauty of an Expedia travel package. You can pick and choose your flights, hotels and more. We have more than 550 partner airlines around the world, so you have lots of choice when creating your Colebrook getaway.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.