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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.


Omni New Haven Hotel at Yale
Downtown New Haven
Save 100% on your flight
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
8.4/10 Very Good! (1,003 reviews)
You can’t beat the Omni’s location — right in the heart of downtown New Haven, steps from Yale and everything the city has to offer. It's a true gem on the outside, but once you're inside, the experience doesn’t quite match the name or the price. For a hotel that proudly sits in the shadow of Yale and charges premium rates, the rooms and common areas could really use a deep clean and a modern upgrade. There’s so much potential here — with some investment in cleanliness and renovation, this hotel could truly live up to its iconic address.
Reviewed on Jul 7, 2025

Graduate by Hilton New Haven
Downtown New Haven
Save 100% on your flight
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.2/10 Wonderful! (824 reviews)
The staff is very hospitable. She let me check in early and helped us with luggages as the elevator was out of order for a while. I really like the library set up so I was able to focus on working for a long while as my husband needs to use the desk in the room. The location is the best. I wish they had free bottled water in the room. The cafe in the lobby is very nice.
Reviewed on Jul 6, 2025

Holiday Inn Express Southington by IHG
Save 100% on your flight
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
8.8/10 Excellent! (1,014 reviews)
This was my second time staying at this hotel in Southington, and it was just as great as I remembered from my visit back in December 2024. The property is exceptionally quiet, which made it easy to relax and get a good night’s sleep. And even though it’s conveniently located near restaurants, shops, and major roads. It strikes the perfect balance between peaceful and practical.
One thing that really stood out to me again was the beautiful view of the surrounding nature. Waking up to greenery and open space just outside my window gave the stay a calm, refreshing feel, a rare treat for a hotel that’s so close to everything.
I also want to give a special mention to the young lady at the front desk. I recognised her from my last visit, and even though I unfortunately don’t recall her name, her warm, welcoming energy made a lasting impression both times. She was kind, helpful, and made the check-in process smooth and personal.
The room was also spotless, the bed was incredibly comfortable, and the whole place felt well cared for. I’ll definitely be back the next time I’m in town. It’s become a go-to spot for me!
Reviewed on Jul 7, 2025

Thomaston Hotel Deals

Wyndham Southbury
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $107 total per night from Jul 15 to Jul 16
$107 total
Jul 15 - Jul 16
Total includes taxes and fees
8/10 Very Good! (1,003 reviews)
"Clean"
Reviewed on Jul 6, 2025

Clarion Inn
201 Washington Avenue, North Haven, CT
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $123 total per night from Jul 22 to Jul 23
$123 total
Jul 22 - Jul 23
Total includes taxes and fees
7.4/10 Good! (1,005 reviews)
"N/A"
Reviewed on Jul 4, 2025

Holiday Inn Express Southington by IHG
120 Laning St, Southington, CT
Fully refundable
$108 nightly
The price is $124 total per night from Jul 20 to Jul 21
$124 total
Jul 20 - Jul 21
Total includes taxes and fees
8.6/10 Excellent! (1,023 reviews)
"This was my second time staying at this hotel in Southington, and it was just as great as I remembered from my visit back in December 2024. The property is exceptionally quiet, which made it easy to relax and get a good night’s sleep. And even though it’s conveniently located near restaurants, shops, ..."
Reviewed on Jul 7, 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.