Book Exclusive Tolland County Vacation Packages

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Search vacation packages deals in Tolland County's top destinations

A calm lake at sunset with reflections of trees and a clear sky.

Coventry

Vacations
Coventry
A calm lake surrounded by dense green forest.

Hebron

Vacations
Hebron

Tolland County flight + hotel 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 CA $2,209, price is now CA $1,624 per person
CA $1,624
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
Book a stay at this business-friendly B&B in Water Mill. Enjoy free breakfast, free WiFi, and free parking. Popular attractions The Hamptons Beaches and Cooper's Beach are located nearby.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was CA $6,290, price is now CA $4,105 per person
CA $4,105
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to New Haven (HVN)
Book a stay at this luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Svihra Park and Beardsley Zoo are located nearby.
Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 out of 5
The Hill
Price was CA $3,576, price is now CA $2,924 per person
CA $2,924
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to New Haven (HVN)
Stay at this aparthotel in New Haven. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Shubert Theater and Schubert Performing Arts Center are located nearby.
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Price was CA $3,234, price is now CA $2,871 per person
CA $2,871
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to New Haven (HVN)
Book a stay at this business-friendly aparthotel in New Haven. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Knights of Columbus Museum and Shubert Theater are located nearby.
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
Price was CA $1,899, price is now CA $1,752 per person
CA $1,752
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to New Haven (HVN)
Book a stay at this business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Westfield Connecticut Post Mall and Milford Plaza Shopping Center are located nearby.

Top Tolland County hotels deals

The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
Free cancellation
Reserve now, pay when you stay
The price is CA $140 per night
CA $140
CA $160 total
Sep 10 - Sep 11
includes taxes & fees
Book a stay at this business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions PeoplesBank Arena and The Meadows Music Theatre are located nearby.
Breakfast included
Pet-friendly
Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

3 out of 5
2049 Norwich Montville CT
Free cancellation
Reserve now, pay when you stay
The price is CA $137 per night
CA $137
CA $157 total
Oct 5 - Oct 6
includes taxes & fees
Book a stay at this business-friendly hotel in Montville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mohegan Sun Casino and Mohegan Sun Arena are located nearby.
Pool
Breakfast included
Microtel Inn & Suites by Wyndham Uncasville Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area

2.5 out of 5
1954 Norwich New London Tpke Montville CT
Free cancellation
Reserve now, pay when you stay
The price is CA $111 per night
CA $111
CA $128 total
Sep 28 - Sep 29
includes taxes & fees
Book a stay at this business-friendly hotel in Montville. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mohegan Sun Casino and Mohegan Sun Arena are located nearby.
Breakfast included
Parking included
Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

2.5 out of 5
277 Main Street (RT 131) Sturbridge MA
Free cancellation
Reserve now, pay when you stay
The price is CA $119 per night
CA $119
CA $133 total
Sep 17 - Sep 18
includes taxes & fees
Book a stay at this spa resort in Sturbridge. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Sturbridge Village and Town Common are located nearby.
Pool
Spa
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way Springfield MA
The price is CA $197 per night
CA $197
CA $255 total
Sep 14 - Sep 15
includes taxes & fees
Stay at this hotel in Springfield. Enjoy free parking, an outdoor pool, and 8 restaurants. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions MGM Springfield and Naismith Memorial Basketball Hall of Fame are located nearby.
Pool
Pet-friendly
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

2.5 out of 5
149 Ella Grasso Turnpike Windsor Locks CT
Free cancellation
The price is CA $128 per night
CA $128
CA $148 total
Sep 13 - Sep 14
includes taxes & fees
Book a stay at this family-friendly hotel in Windsor Locks. Enjoy free WiFi, free parking, and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Connecticut Fallen Firefighters Memorial and New England Air Museum are located nearby.
Free airport shuttle
Pet-friendly
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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.

Stay near popular Tolland County attractions

University of Connecticut

8.8/10 (556 reviews)
Enjoy the collegiate vibe when you visit University of Connecticut, during your trip to Mansfield. Experience the area's live music and festivals.
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Photos of local treasures

Browse Tolland County vacation photos for more inspiration

A rural road with a white fence, a red barn, and a person walking.
A person sitting on a large rock in a forested area with moss-covered rocks and trees in the background.
A calm lake with a tree branch overhanging the water, surrounded by a forested area.
A calm lake surrounded by dense forest and hills.
A vineyard with rows of grapevines supported by wooden stakes.

Frequently asked questions

How much are vacation packages to Tolland County?
With Travelocity vacation packages, you can experience the sights and sounds of Tolland County from just CA $1,624. Hotels, flights and experiences — we have it all. You're bound to save loads just by combining your bookings together. And with all that taken care of before you go, you won't have a care in the world.
Where can I get the best vacation package deals for Tolland County?
No matter what you enjoy doing, Travelocity can help you get the perfect Tolland County package deal. All you have to do is mix and match from our 400 air carriers and 1,000,000 properties worldwide.
Why should I purchase my Tolland County vacation bundle with Travelocity?
With our Price Match Guarantee, we'll match any lower price you're able to find. Add on our 24/7 customer support and top-shelf service and the vacation of your dreams is closer than ever before.
Can I save on my Tolland County car rental if I book it with hotels and flights?
Combining your bookings into a Tolland County vacation package will leave you with some serious savings. Combine a flight and car; a hotel, flight and car; or a car and hotel. There's no better way to discover the greater Tolland County region than with your own set of wheels. You can also add tours and experiences to your Travelocity package.
Which airport is best for Tolland County?
Bradley Intl. Airport (BDL) is where many travelers choose to touch down. Depending on what you're planning to do in Tolland County, T.F. Green Airport (PVD) and Tweed - New Haven Regional Airport (HVN) are also worth looking into.
What is there to do in Tolland County?
A vibrant and thrilling destination, Tolland County offers some terrific attractions. Stafford Motor Speedway and Bigelow Hollow State Park are just two of the favorites.