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Luxury Hotels & Resorts in Tolland from AU$139

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Check availability on Tolland Luxury Hotels

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Tolland luxury hotels

A large, historic building with a covered porch and outdoor seating area.
A large, historic house with multiple chimneys, a covered porch, and lush greenery.
A sign for the Simsbury House, indicating it is a historic building from 1820.
A grand foyer with a patterned carpet, a wooden staircase, a chandelier, a mounted deer head, and a large clock.

1. Simsbury 1820 House

Simsbury 1820 House
Simsbury Center
AU$333
includes taxes & fees
27 Sept - 28 Sept
Simsbury 1820 House
A dining area with round tables set for two, a fireplace, and a mural on the wall.
A room with two brown leather armchairs, a wooden side table with a lamp, a potted plant, and a window with a view of a snowy landscape.
A white two-story house with a front door, windows, and a chimney.
A room with a leather armchair, a table with a potted plant, a lamp, and a fireplace with decorative elements.

2. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
AU$560
includes taxes & fees
28 Sept - 29 Sept
The Old Inn On The Green
An indoor swimming pool with clear glass walls, a blue pool area, and sunlit seating areas.
A modern hotel lobby with a fireplace, comfortable seating, and artwork on the walls.
A bar area with high stools, a counter, and a television mounted on the wall.
A modern reception area with a digital display, a reception desk, and a seating area with patterned ottomans.

3. DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport
Windsor Locks
AU$239
includes taxes & fees
27 Sept - 28 Sept
DoubleTree by Hilton Hartford - Bradley Airport
A living room with a fireplace, leather sofas, and a dog.
A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.

4. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
AU$722
includes taxes & fees
27 Sept - 28 Sept
The Inn at Stockbridge
A white house with a balcony, green shutters, and a front door with a decorative glass panel. There are two large flower pots on the steps.
A grand staircase with red carpeted steps and a wooden handrail, leading to a landing with a vase of flowers and a framed picture.
A room with a grand piano, a chessboard, a horse statue, and a blue armchair.
A dining room with a large table set for a meal, surrounded by ornate chairs.

5. Hampton Terrace Inn

Hampton Terrace Inn
Lenox
AU$422
includes taxes & fees
27 Sept - 28 Sept
Hampton Terrace Inn
A large, two-story house with a well-maintained lawn and a fence.
A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.
A bedroom with a large bed, a fireplace, a bathtub, and a window with a view of greenery.
A dining area with a table set for two, a view of a green landscape through large windows, and outdoor seating with a view.

6. Devonfield Inn B&B

Devonfield Inn B&B
Lee
AU$649
includes taxes & fees
25 Oct - 26 Oct
Devonfield Inn B&B
A two-story house with a brick entrance and a white facade.
A cozy room with a wooden floor, a dining table with a lamp, a chair, a cabinet, and a window with curtains.
A well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.
A dining area with tables set for a meal, surrounded by large windows offering a view of trees and a garden.

7. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Stockbridge
  • Escape to a mountain luxury bed & breakfast where refined elegance meets nature's beauty, just steps from the Norman Rockwell Museum.
AU$888
includes taxes & fees
12 Oct - 13 Oct
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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Top Tolland Hotel Reviews

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

8/10 Good
"The staff was very helpful and friendly. There was not much choices at breakfast. It is near the airport and a shuttle is provided."
Owen 2-night trip
Posted 12 hours ago
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

8/10 Good
"Close to Bradley international airport. Lots of food locations nearby."
Thomas 1-night trip
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

Frequently asked questions

Are you looking for a luxury hotel for your stay in Tolland?
Expedia can help you get a flight to Westfield, MA (BAF-Barnes Municipal) airport or Hartford, CT (BDL-Bradley Intl.) airport, and then you can select from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to get what you need to make your stay special. If you want an upscale hotel with fine dining, a spa or several swimming pools, Expedia can help you find the best luxury hotel experience that Tolland has to offer. Tolland has some interesting things to see and do including Otis Reservoir, so you might want to take in the local sights during your visit.
When can I expect good weather in Tolland?
Planning for the weather is a good way to make your trip to Tolland relaxing and enjoyable, especially when you're splurging. 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.
What's there to see and do in Tolland?
Experience Tolland with a stop at Otis Reservoir, Maple Corner Farm Cross Country Ski Area and Hartland Town Hall. If you have a little extra time during your trip, you might want to check out Hartland Recreation Area and Otis Ridge.

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