Find Luxury Hotels in Tolland, MA
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Tolland Luxury Hotels
Our top choices for Tolland luxury hotels
DoubleTree by Hilton Hartford - Bradley Airport
DoubleTree by Hilton Hartford - Bradley AirportWindsor Locks
8.0 out of 10, Very Good, (1000)
"Room was clean. Staff was wonderful."
STEFANIE
The price is NT$3,666
NT$4,215 total
includes taxes & fees
Jan 2 - 2026/1/3
9.2 out of 10, Wonderful, (1000)
"Very nice room, pleasant and helpful staff"
Concetta
The price is NT$4,999
NT$6,292 total
includes taxes & fees
Dec 28 - Dec 29
9.6 out of 10, Exceptional, (290)
"A charming inn in the center of the Berkshires."
Danny
The price is NT$5,786
NT$6,786 total
includes taxes & fees
Jan 15 - 2026/1/16
9.8 out of 10, Exceptional, (99)
"Well-run and elegant property. "
Steven
The price is NT$7,886
NT$9,249 total
includes taxes & fees
Jan 8 - 2026/1/9
9.0 out of 10, Wonderful, (43)
"Beautiful historic house in a great location. Responsive owner. Great visit!"
Abby
The price is NT$6,883
NT$7,688 total
includes taxes & fees
Jan 2 - 2026/1/3
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 ChesterwoodStockbridge
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
Robert
The price is NT$12,009
NT$14,527 total
includes taxes & fees
Jan 8 - 2026/1/9
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
Christopher
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.
Top Tolland Hotel Reviews
La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport
10/10 Excellent
Frequently asked questions
Explore a world of travel with Expedia
- Hotels near Goose Pond Reservation
- Family Hotels in Sheffield
- Hotels with smoking rooms in Western Massachusetts
- Hotels with Hot Tubs in Lee
- Romantic Hotels in Springfield
- Pet-Friendly Hotels in The Berkshires
- Golf Hotels in Chicopee
- Resorts & Hotels with Spas in Springfield
- Cheap Hotels in The Berkshires
- Southampton Hotels
- Waterpark Hotels in West Springfield
- Pet-Friendly Hotels in Lee
- Hotels with a Pool in Sheffield
- Country Houses in Beartown State Forest
- Resorts & Hotels with Spas in Great Barrington
- Blandford Hotels
- Westfield Hotels
- South Lee Hotels
- 5 Star Hotels in Becket
- Hotels with smoking rooms in Great Barrington
- 4 Star Hotels in Great Barrington
- Boutique Hotels in The Berkshires
- Hotels with Bars in Springfield
- Hotels near Olympia Ice Center
- Family Hotels in Monterey
- Hotels with smoking rooms in Westfield
- Casino Hotels in Great Barrington
- Hotels with Free Parking in West Springfield
- Inns in Beartown State Forest
- Otis Hotels
- Lee Hotels
- Resorts & Hotels with Spas in Sheffield
- Rv Parks in Otis
- Resorts in Otis
- Hotels near Tyringham Cobble
- Hotel Wedding Venues Hotels in Stockbridge
- Family Hotels in West Springfield
- Hotels with a Pool in Holyoke
- Hotels near Ski Butternut
- Family Hotels in The Berkshires
- Adults Only Resorts & in Springfield
- Hotels with an Indoor Pool in The Berkshires
- Casino Hotels in Springfield
- Hotel Wedding Venues Hotels in Great Barrington
- Cheap Hotels in West Springfield
- Hotels with a Pool in Great Barrington
- Four Seasons Hotels in Monterey
- Flights from Minneapolis (MSP) to Westfield (BAF)
- Flights from Barnes Municipal
- Flights from Toronto (YYZ) to Westfield (BAF)
- Flights from Las Vegas (LAS) to Westfield (BAF)
- Flights from Cleveland (CGF) to Westfield (BAF)
- Flights from Albuquerque (ABQ) to Westfield (BAF)
- Flights from Baltimore (BWI) to Westfield (BAF)
- Flights to Sheffield
- Flights from West Springfield
- Flights from Constantine (CZL) to Westfield (BAF)
- Flights from Bridgetown (BGI) to Westfield (BAF)
- Flights to Southfield
- Flights from Chester
- Flights from Wilkes-Barre (AVP) to Westfield (BAF)
- Flights from Granville
- Flights from Roanoke (ROA) to Westfield (BAF)
- Flights from Midland (MAF) to Westfield (BAF)
- Flights from Savannah (SAV) to Westfield (BAF)
- Flights to The Berkshires
- Flights from Denver (DEN) to Westfield (BAF)
- Flights from Hartford (BDL) to Westfield (BAF)
- Flights from North Myrtle Beach (CRE) to Westfield (BAF)
- Otis Ridge
- Greenock Country Club
- Visit Southampton
- Maple Corner Farm Cross Country Ski Area
- Kushi Institute
- Becket Land Trust Historic Quarry
- Visit Monterey
- Visit The Berkshires
- Visit Sandisfield
- South Lee Vacations
- Visit Agawam
- Sandisfield Vacations
- Visit Feeding Hills
- Pyramid Lake
- Lee Premium Outlets
- Visit Middlefield
- Visit Great Barrington
- Ok Mobility Rental Cars in Otis
- Thrifty Car Rental Rental Cars in Otis
- Alamo Rent A Car Rental Cars in West Springfield
- Car rentals near Otis Ridge
- Avis Rental Cars in West Springfield
- Car rental West Springfield
- Keddy By Europcar Rental Cars in Monterey
- Fox Rental Cars Rental Cars in New Marlborough
- Guerin Rental Cars in Monterey
- Car rentals near Sand Trap Mini Golf at Twin Silos
- Hertz Rental Cars in Mill River
- Car rental Sheffield