Deals on vacations and trips to Tolland County

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

Coventry

Vacations
Coventry
A flowing river with a stone structure on the left, surrounded by lush greenery and trees.

Tolland

Vacations
Tolland

Tolland County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Milford

Hilton Garden Inn Milford

3 out of 5
Price was $668, price is now $544 per person
$544
per person
Oct 9 - Oct 12
found 20 hours ago
Roundtrip flight included
Chicago (CHI) to New Haven (HVN)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free self parking and free WiFi. A 24-hour business center, a lobby fireplace, and express check-out 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 20 hours 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 20 hours 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 20 hours 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.
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
Price was $678, price is now $551 per person
$551
per person
Oct 9 - Oct 12
found 20 hours ago
Roundtrip flight included
Chicago (CHI) to New Haven (HVN)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. 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.

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
$101 nightly
The price is $116 total per night
$116 total
Sep 10 - Sep 11
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast and free WiFi. Traveling on business? Take advantage of the 2 conference rooms, business center, and express check-out. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
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
$102 nightly
The price is $117 total per night
$117 total
Sep 28 - Sep 29
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.
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
$78 nightly
The price is $90 total per night
$90 total
Sep 28 - Sep 29
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the 24-hour business center, express check-out, and conference space. The front desk is staffed around-the-clock and laundry facilities are on offer.
Breakfast included
Parking included
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way Springfield MA
$179 nightly
The price is $203 total per night
$203 total
Sep 14 - Sep 15
Total with taxes and fees
This hotel features a casino and 8 restaurants. Relax with a drink at one of the 5 bars/lounges and enjoy perks like free self parking. There's a seasonal outdoor pool on site, and a 24-hour front desk and a coffee shop are also provided.
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
$93 nightly
The price is $107 total per night
$107 total
Sep 13 - Sep 14
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi, free self parking, and a free airport shuttle. Families will appreciate the bowling alley and barbecue grills. Business travelers can take advantage of the 24-hour business center.
Free airport shuttle
Pet friendly
Quality Inn West Springfield

Quality Inn West Springfield

2.5 out of 5
1150 Riverdale St West Springfield MA
Free Cancellation
$88 nightly
The price is $101 total per night
$101 total
Oct 5 - Oct 6
Total with taxes and fees
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Pool
Breakfast included
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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.
See properties

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 $544. 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.

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