Thomaston Vacations from $160

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Your Thomaston Vacation

Say bye-bye to the stress of planning and hello to a Thomaston vacation package. With your travel details organized before you go, you can focus on discovering this city, starting with Litchfield Historic District, which is good for shopping, dining and history. If sightseeing is on your list of things to do during your trip to Thomaston, check out well-known attractions like Black Rock State Park. Your Thomaston vacation is clicks away. Explore hotels, flights and more on Expedia for an adventure that's tailored to suit your travel style.

The Latest Thomaston vacation packages

Price found within the past 48 hours. Click for updated prices.
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
Price was $199, price is now $160 per person
$160
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
7/10 Good! (1,001 reviews)
The man the helped check me in was super nice. I picked this place because i had an 8am flight & it was very close to the airport. Also the rate was reasonable. The room next door had loud music playing, so i called the front desk. Within 10 - 15 min they turned it down.

Reviewed on Dec 2, 2025

Landing Modern 2bd, Gym

3 out of 5
West New Haven
Save 100% on your flight
Price was $522, price is now $377 per person
$377
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
No reviews
Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Save 100% on your flight
Price was $728, price is now $536 per person
$536
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
9.4/10 Exceptional! (336 reviews)
beautiful room and views

Reviewed on Dec 13, 2025

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
West River
Save 100% on your flight
Price was $278, price is now $208 per person
$208
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
8.8/10 Excellent! (966 reviews)
The room was nice and the staff seemed friendly.

Reviewed on Jan 8, 2026

Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

3.5 out of 5
Price was $287, price is now $237 per person
$237
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
8.4/10 Very Good! (1,004 reviews)
Very nice, staff were excellent.

Reviewed on Jan 8, 2026

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Thomaston Hotel Deals

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Fully refundable
$89 nightly
The price is $102 total per night from Feb 6 to Feb 7
$102 total
Feb 6 - Feb 7
Total with taxes and fees
8.6/10 Excellent! (1,195 reviews)
Clean comfortable room, friendly staff, great breakfast

Reviewed on Jan 2, 2026

Holiday Inn Express Southington by IHG
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St Waterbury CT
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $102 total per night from Jan 22 to Jan 23
$102 total
Jan 22 - Jan 23
Total with taxes and fees
8.2/10 Very Good! (1,099 reviews)
A wonderful staff and clean rooms

Reviewed on Jan 5, 2026

Courtyard by Marriott Waterbury Downtown
Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington

2.5 out of 5
1 Batterson Park Rd Farmington CT
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $92 total per night from Feb 2 to Feb 3
$92 total
Feb 2 - Feb 3
Total with taxes and fees
7.8/10 Good! (999 reviews)
Great place.

Reviewed on Jan 2, 2026

Extended Stay America Suites Hartford Farmington
See all 705 properties in Thomaston
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.

Find the Best Thomaston Vacation Packages

Thomaston Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Population
1,900
Top Sights
Connecticut Valley Winery, Woodbury Ski Area and Pilgrim Mall Shopping Center

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Frequently asked questions

How much does a Thomaston vacation package cost?
Offering great value package deals from $160 on Expedia, you'll be thrilled with how little a vacation to Thomaston costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Thomaston?
You can typically find lower prices and greater availability in November, December and January. Take a look at our cheap Thomaston vacation packages and you could score some great off-season deals.
How many days is enough for Thomaston?
With a well-planned schedule, you can easily hit the most popular Thomaston attractions in a handful of days. But if you'd like to discover hidden gems or go on day tours, think about booking your Thomaston vacation for longer.
How to find the best Thomaston package deals?
Start your search for a Thomaston package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Thomaston package deal straight away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Thomaston escape off to a flying start.
Is it cheaper to book a Thomaston vacation as a package?
You can enjoy significant savings on your next Thomaston retreat by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to view some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Thomaston?
If you've got your Thomaston vacation dates locked in, book as early as you can to grab some fantastic deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for setting off on a whim.
Does Expedia offer Book Now, Pay Later Thomaston vacation packages?
If you're like us, you love discovering new places but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the overall cost of your Thomaston vacation across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.