Tolland Hotels

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Top 10 trending Tolland hotels

The Black Swan Lee - Lenox, Ascend Hotel Collection
3.0 star property
9.0 out of 10, Wonderful, (1003)
"Room was great especially as we were at the back of the hotel and looked out on the lake. Only spoke to one member of staff on arrival. Few eating options as on site Indian restaurant was closed on a Sunday. No lift so ask for ground floor if you can’t carry suitcases upstairs."
The price is €127
includes taxes & fees
28 Oct - 29 Oct
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (991)
"Lovely old hotel with excellent bar and restaurant. Central to all Berkshire sights. Room clean and well-appointed; wonderful shower; lobby and many nooks in which to curl up with drink and a good book… Ambassador felines Jane and Jack make Red Lion Inn feel like home."
The price is €253
includes taxes & fees
2 Oct - 3 Oct
The Red Lion Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 star property
9.0 out of 10, Wonderful, (530)
"We enjoyed our stay … and were especially grateful for how nice/comfortable our suite was! "
The price is €159
includes taxes & fees
30 Sept - 1 Oct
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
The Constance, The Whitlock, & The Dewey By The Lenox Collection
3.5 star property
8.6 out of 10, Excellent, (361)
"Beautiful location."
The price is €128
includes taxes & fees
6 Oct - 7 Oct
The Constance, The Whitlock, & The Dewey By The Lenox Collection
The Cornell Inn, Lenox
3.0 star property
8.8 out of 10, Excellent, (1004)
"Friendly professional staff, unusual touches like a bottle of wine in the room, free pastries and cookies available 24/7, and free ice cream in the evening... and really good breakfasts."
The price is €142
includes taxes & fees
29 Sept - 30 Sept
The Cornell Inn, Lenox
Lakehouse Inn
4.0 star property
9.8 out of 10, Exceptional, (205)
"Clean, very friendly and beautiful "
The price is €142
includes taxes & fees
30 Sept - 1 Oct
Lakehouse Inn
Quality Inn
2.5 star property
8.2 out of 10, Very good, (1004)
"Second floor noisy. could here running water most of the night. Could hear people up stairs."
The price is €87
includes taxes & fees
27 Oct - 28 Oct
Quality Inn
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.2 out of 10, Wonderful, (665)
"Very clean and conveniently located property. The staff were super friendly and helpful."
The price is €195
includes taxes & fees
30 Sept - 1 Oct
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Quality Inn
2.5 star property
8.2 out of 10, Very good, (1000)
"The floors in the bathroom were sticky and the carpet."
The price is €103
includes taxes & fees
27 Oct - 28 Oct
Quality Inn
Blackberry River Inn
3.0 star property
9.4 out of 10, Exceptional, (67)
"Great place to stay for enjoying NW Connecticut activities. Friendly helpful staff, comfortable room, pool, cozy public areas/lobby. The breakfast was delicious in a sunny breakfast room and the servers very gracious about special requests. Am looking forward to future stays here."
The price is €160
includes taxes & fees
30 Sept - 1 Oct
Blackberry River Inn
Little Cat Lodge
2.0 star property
9.0 out of 10, Wonderful, (24)
"I had a lovely stay just in time for the beginning of the fall! The property is surrounded by beautiful mountains, theres a sauna in the property and a zipline walking distance. Theres also a complimentary breakfast in the morning and a coffee machine in your room as well. The customer service was excellent! Mike was amazing and was there to answer any questions at any hour and checked to make sure I was having a nice stay which was greatly appreciated and it really made the stay so much more...
The price is €191
includes taxes & fees
28 Oct - 29 Oct
Little Cat Lodge
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (350)
"A fantastic Bed and Breakfast! This bed and breakfast is located in a quiet area, close to many natural attractions both in Canaan and surrounding towns. The owners were friendly and personable. "
The price is €108
includes taxes & fees
29 Sept - 30 Sept
Locust Tree Bed and Breakfast LLC
Econo Lodge Lee - Great Barrington
2.0 star property
6.4 out of 10, (560)
"Stay was great except there was no cell service"
The price is €65
includes taxes & fees
30 Sept - 1 Oct
Econo Lodge Lee - Great Barrington
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, (504)
"Had a wedding next door and was able to walk to venue, easy check in and out, pleasant owners, bathroom could use some updating otherwise room was comfy and clean"
The price is €69
includes taxes & fees
27 Oct - 28 Oct
Travelodge by Wyndham Great Barrington Berkshires
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (653)
"Near restaurants "
The price is €85
includes taxes & fees
29 Sept - 30 Sept
Monument Mountain Motel
The Little Lion
3.0 star property
8.8 out of 10, Excellent, (414)
"Clean, great parking and convenient to town"
The price is €93
includes taxes & fees
27 Oct - 28 Oct
The Little Lion
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (543)
"Convenient "
The price is €129
includes taxes & fees
1 Oct - 2 Oct
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Whistler's Inn Bed & Breakfast
3.5 star property
7.8 out of 10, Good, (458)
"Appreciated architecture- downtown lovely"
The price is €178
includes taxes & fees
8 Oct - 9 Oct
Whistler's Inn Bed & Breakfast
Pleasant Valley Motel West Stockbridge
2.0 star property
6.8 out of 10, (945)
"Fine"
The price is €62
includes taxes & fees
2 Oct - 3 Oct
Pleasant Valley Motel West Stockbridge
Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, (146)
"Very charming inn. The staff was very friendly and helpful."
The price is €230
includes taxes & fees
28 Sept - 29 Sept
Brook Farm Inn
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Frequently asked questions

Where is the best place for a stay in Tolland?

Located 20.6 mi (33.1 km) from the heart of Tolland, Days Inn by Wyndham Windsor Locks / Bradley Intl Airport is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Red Roof Inn PLUS+ West Springfield and DoubleTree by Hilton Hartford - Bradley Airport. See all available top hotels, or vacation rentals in Tolland.

What are some of the best holiday rentals that Tolland has to offer?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This holiday home rental outside of Tolland is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. See all vacation rentals in Tolland.

If I need to cancel my hotel reservation in Tolland, will I receive a refund?

Yes! The majority of room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Tolland.

What are some hotels with pools in Tolland?

DoubleTree by Hilton Hartford - Bradley Airport: Features free self parking, an indoor pool and a 24-hour fitness centre. Quality Inn West Springfield and Holiday Inn Express & Suites Bradley Airport, an IHG Hotel are a couple of other choices that offer an on-site pool. View all hotels with pools in Tolland.

What's it like staying in Tolland?

Travellers to Tolland will find plenty to explore and enjoy. In Tolland, there are 11 hotels and other accommodation options to choose from. Find out more about Tolland.

What are the top places to visit in Tolland?

A favourite place to visit is Otis Reservoir. You'll also find Tolland State Forest and Enders State Forest in the area. Take a look at what more there is to see and do in Expedia's Tolland guide.

What's the seasonal weather like in Tolland?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Tolland are January, February, November and March, with each month seeing an average of 15 cm of snowfall.