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

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was CA $893, price is now CA $741 per person
CA $741
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
8/10 Very good! (1,001 reviews)
Still the same wonderful little place as the last time I stayed here!

Reviewed on Jul 11, 2026

Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Newhallville
Price was CA $1,774, price is now CA $1,396 per person
CA $1,396
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
2/10 (1 review)
The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host.

Reviewed on May 25, 2026

New Haven Hotel

New Haven Hotel

3.5 out of 5
Downtown New Haven
Price was CA $1,049, price is now CA $844 per person
CA $844
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.2/10 Wonderful! (2,208 reviews)
The balcony view was good...the breeze and the flying seagulls were a great way to start my morning. Breakfast was available for purchase, but I did not buy anything.

Reviewed on Jul 14, 2026

Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Price was CA $1,924, price is now CA $1,595 per person
CA $1,595
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.2/10 Wonderful! (31 reviews)
the room and amenities are well maintained, clean and convenient, the customer service is awesome , answering requests fast and responsive.

Reviewed on Jul 5, 2026

Landing Furnished Apartment Near Yale University

Landing Furnished Apartment Near Yale University

3 out of 5
Downtown New Haven
Price was CA $1,123, price is now CA $934 per person
CA $934
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
2/10 (1 review)
Was unable to enter the unit as the key was not available in the Lockbox. Landing (the rental company) was unable to locate the key, which was apparently with the cleaning staff, who were unavailable. We ended up having to rent another property for our visit.

Reviewed on Jun 2, 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
The price is CA $137 per night from Aug 2 to Aug 3
CA $137
CA $158 total
Aug 2 - Aug 3
includes taxes & fees
8.8/10 Excellent! (1,371 reviews)
"I rated this stay one star because myself and my teenage son were stuck in one of the two elevators for about 10 minutes. I called the hotel directly from inside the elevator and the operator/ front desk clerk proceeded to ask for my cell phone number, and that they will call me back. I did not think ..."

Reviewed on Jul 14, 2026

Holiday Inn Express Southington by IHG
The Farmington Inn & Suites

The Farmington Inn & Suites

3 out of 5
827 Farmington Ave Farmington CT
Fully refundableReserve now, pay when you stay
The price is CA $225 per night from Jul 27 to Jul 28
CA $225
CA $283 total
Jul 27 - Jul 28
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Wonderful breakfast and great staff."

Reviewed on Jul 13, 2026

The Farmington Inn & Suites
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road Southbury CT
Fully refundableReserve now, pay when you stay
The price is CA $131 per night from Jul 28 to Jul 29
CA $131
CA $151 total
Jul 28 - Jul 29
includes taxes & fees
8.2/10 Very good! (1,265 reviews)
"A/C duct positioned directly at the bed. A/C turned on and off continuously all night. When it was in the off position, the sound of the machinery on the roof was equally as loud. Front desk staff were very nice."

Reviewed on Jul 14, 2026

Wyndham Southbury
See all 738 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.
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Frequently asked questions

How much does a Thomaston vacation package cost?
Offering great value package deals from CA $741 on Expedia, you'll be surprised at how little a vacation to Thomaston costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Thomaston?
You can usually find lower rates and greater availability in January, February and March. Check out our cheap Thomaston vacation packages and you could land some great off-season discounts.
How many days is enough for Thomaston?
Typically, a handful of days is enough to tick off the main attractions during your Thomaston vacation. However, if you want to have more time to unwind or go on day tours, consider extending your itinerary.
How to find the best Thomaston package deals?
Use Expedia's filters to find some terrific Thomaston package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Thomaston package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Thomaston vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component individually. And you'll still have the flexibility to create a tailored Thomaston vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Thomaston?
Score fantastic discounts by reserving your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Thomaston getaway.
How to plan a trip to Thomaston?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Thomaston.
  2. Budget wisely: On top of the price of your accommodations, you should consider other expenses. These include food, transportation and flights. Also, put aside a little extra for unexpected costs that may come up during your trip to Thomaston.
  3. Decide how long to go for: Now that you know more about Thomaston, you can work out the ideal length of your break. Put together a rough itinerary and allocate enough time for all the things you want to do.
  4. Combine your airfare and accommodations: After you've settled on your travel dates and duration, lock in the ideal Thomaston vacation package for you.

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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.