
Thomaston Vacation Packages
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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.
Top Thomaston Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
Price was CA $844, price is now CA $686 per person
CA $686
per person
Jun 4 - Jun 7
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8/10 Very Good! (1,007 reviews)
room was clean and fresh. staff ere helpful and accommodating.
Reviewed on Apr 7, 2026



Mayflower Motel Milford
Price was CA $895, price is now CA $856 per person
CA $856
per person
May 15 - May 18
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to New Haven (HVN)
6/10 (565 reviews)
No nonsense at a reasonable rate. No frills.
24/7 pull up, walk in, ID, cash/card, $4 key deposit and you’re good to go. Book online if you want and they don’t give you a hard time. Lots of local places will give you all kinds of a hard time because you wanted to save money by booking with the third-party app, etc. These guys don’t. The rate is always pretty reasonable either way.
They do sell out on weekends or holidays/local events.
We have stayed here several times and find it more comfortable to bring our own linens and pillows. Wi-Fi can be kind of slow, but it’s three and you get cable TV air conditioning heat hot water is scolding hot. We also hope bring our own showerhead, believe it or not.
The rates are reasonable because it is no frills. No frills can also be interpreted as minimal fosse over cleaning and updates to the rooms.
We have never had a problem feeling unsafe generally. I wouldn’t necessarily a family with kids come here. It is kind of an adult situation. If you’re fussy picky or need child proof- forget about it.
I’ve paid twice as much and honestly some upgrades and maybe they got a fool, but the rooms aren’t necessarily more clean, seriously, and the pool- gross.
Reviewed on Apr 2, 2026

Quality Inn Old Saybrook - Westbrook
Price was CA $793, price is now CA $760 per person
CA $760
per person
Jun 4 - Jun 7
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
7.8/10 Good! (1,002 reviews)
The checkin staff and later that evening were a 5. Checkout we were not happy with. My daughter got sick and we asked for 12 checkout for her room only. We didn’t say she was sick. She said 11:30. She didn’t tell anyone as housekeeping came to room at 11:20. We called and again asked for time - she said she can have a “few minutes”. We don’t stay at Quality Inns but travel a lot and have never been told no to a later check if needed it. BTW the parking lot was pretty empty so I don’t think they “needed that one room”. Again the younger girl at checking was great and the gentleman later that night were great.
Reviewed on Apr 5, 2026
Thomaston Hotel Deals

Holiday Inn Express Southington by IHG
120 Laning St Southington CT
Fully refundable
The price is CA $163 per night from Apr 19 to Apr 20
CA $163
CA $187 total
Apr 19 - Apr 20
includes taxes & fees
8.6/10 Excellent! (1,261 reviews)
Over priced
Reviewed on Apr 6, 2026

Courtyard by Marriott Waterbury Downtown
63 Grand St Waterbury CT
The price is CA $124 per night from Apr 12 to Apr 13
CA $124
CA $142 total
Apr 12 - Apr 13
includes taxes & fees
8.4/10 Very Good! (1,169 reviews)
Staff were outstanding making the stay better than expected.
Reviewed on Apr 5, 2026

The Farmington Inn & Suites
827 Farmington Ave Farmington CT
Fully refundableReserve now, pay when you stay
The price is CA $183 per night from Apr 11 to Apr 12
CA $183
CA $235 total
Apr 11 - Apr 12
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Our night stay was everything that we expected it be.
Reviewed on Apr 6, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







