Deals on vacations and trips to Thomaston

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Thomaston flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Head of Pond House

Head of Pond House

3 out of 5
Price was $1,074, price is now $832 per person
$832
per person
Oct 23 - Oct 26
found 3 hours ago
Roundtrip flight included
Chicago (CHI) to New Haven (HVN)
A seasonal outdoor pool is featured at this bed & breakfast, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a communal living room are also on offer.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was $2,169, price is now $928 per person
$928
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Chicago (CHI) to New Haven (HVN)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.
Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 out of 5
The Hill
Save 100% on your flight
Price was $1,851, price is now $1,375 per person
$1,375
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Chicago (CHI) to New Haven (HVN)
This aparthotel features a gym and a rooftop terrace. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, express check-out, and dry cleaning are also on offer.
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Save 100% on your flight
Price was $1,485, price is now $1,122 per person
$1,122
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Chicago (CHI) to New Haven (HVN)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference center. Enjoy the a rooftop terrace and perks like free self parking and a free area shuttle.
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
Westbrook Center
Price was $1,331, price is now $1,033 per person
$1,033
per person
Oct 18 - Oct 23
found 24 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to New Haven (HVN)
This smoke-free resort features a private beach, a full-service spa, and 3 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Enjoy the 2 outdoor tennis courts and perks like free valet parking and free WiFi.

Top Thomaston hotels deals

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $102 total per night
$102 total
Sep 13 - Sep 14
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. 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
Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North

3 out of 5
201 Washington Avenue North Haven CT
Free Cancellation
$110 nightly
The price is $127 total per night
$127 total
Sep 27 - Sep 28
Total with taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Guests will appreciate freebies like buffet breakfast and free self parking.
Breakfast included
Pet friendly
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St Waterbury CT
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $102 total per night
$102 total
Sep 8 - Sep 9
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a 24-hour business center, and a coffee shop are also offered.
Free WiFi
Restaurant
The Farmington Inn & Suites

The Farmington Inn & Suites

3 out of 5
827 Farmington Ave Farmington CT
Free Cancellation
Reserve now, pay when you stay
$151 nightly
The price is $174 total per night
$174 total
Sep 9 - Sep 10
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Business travelers can take advantage of the 24-hour business center. Enjoy the free continental breakfast each morning.
Breakfast included
Pet friendly
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road Southbury CT
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $107 total per night
$107 total
Sep 20 - Sep 21
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking and a free area shuttle.
Pool
Pet friendly
Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

3.5 out of 5
522 Heritage Road Southbury CT
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $149 total per night
$149 total
Sep 8 - Sep 9
Total with taxes and fees
A golf course and an indoor pool are featured at this smoke-free hotel. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the outdoor tennis court and unwind at the bar/lounge and poolside bar.
Pool
Hot Tub
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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 Thomaston?
$832 is all you need to spend for an unforgettable break in Thomaston. Bundle your hotel and flights into a vacation package with Travelocity and see your savings pile up. With prices this good, traveling has never been so accessible.
Where can I get the best vacation package deals for Thomaston?
There are exciting Thomaston package deals to score with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 worldwide properties? Keep that in mind the next time you're ready to check another destination off your must-visit list.
Why should I book my Thomaston vacation bundle with Travelocity?
Because you'll never wander alone if you book your vacation with us, and we offer round-the-clock customer support and top-quality service to boot. Add to that our Price Match Guarantee and tons of destinations to pick from. It's our job to help you jet off on the vacation of a lifetime.
Can I save on my Thomaston car rental if I book it with hotels and flights?
You sure can — bundle your flight, car and hotel into a Thomaston vacation package and you'll save a ton. With so much to uncover in and around Thomaston, that rental vehicle will make it easy to explore. Once you've buckled up, turn up the stereo and make tracks to Times Square, an unmissable attraction approximately 80 mi from Thomaston.
Which airport is best for Thomaston?
Bradley Intl. Airport (BDL) is one of the busiest airports in Thomaston. You'll find it 25 mi northeast of the city center. Other options available to you are MacArthur Airport (ISP) (60 mi away from central Thomaston) and Tweed - New Haven Regional Airport (HVN) (30 mi away from central Thomaston).
Where should I stay when visiting Thomaston?
The Ultimate Getaway: Luxury Retreat for Family & Friends is the first choice of many travelers. Book now to avoid missing out.

Photos of local treasures

Browse Thomaston vacation photos for more inspiration

A railway track curving through a forested hillside.
A pumpkin in a field with a train in the background.