Sandisfield Hotels

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Our top choices for Sandisfield hotels

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1001)
Immerse yourself in the historic charm of this restored inn, offering a peaceful atmosphere with an indoor pool and fitness center. Enjoy free breakfast, then explore nearby attractions or rent bikes to discover the area's vineyards and performing arts venues.

"Very nice room, pleasant and helpful staff"
United States
Concetta
The price is P9,341
P11,755 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Simsbury 1820 House

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very Good, (818)
Located in Westfield, this hotel offers a complimentary breakfast that guests rave about. Take a refreshing dip in the indoor pool, work out in the fitness center, or visit nearby General Wareham Park. Free WiFi and parking add convenience.

"Very pet friendly and the night check in agent was super kind and friendly"
United States
olivia townsend
The price is P6,850
P7,651 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Hampton Inn Westfield

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (904)
Enjoy peaceful accommodations praised by travelers for their quiet atmosphere. This business-friendly hotel provides free breakfast, WiFi, and parking, with helpful staff ready to assist. Conveniently located near General Wareham Park and Gateway Entrance Park.

"We left too early for breakfast. Parking was fine "
United States
Virginia
The price is P5,638
P6,298 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Quality Inn Westfield - Springfield

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1000)
Immerse yourself in mountain vistas at this Lenox hotel, where peaceful accommodations include refrigerators and microwaves. Unwind in the hot tub, swim in the indoor or seasonal outdoor pool, and enjoy complimentary breakfast before exploring nearby attractions.

"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is P5,443
P6,080 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Yankee, Trademark Collection by Wyndham

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1000)
Set in a serene location near Housatonic River Walk, this hotel offers free breakfast, WiFi, and parking. Enjoy the fitness center or explore nearby trails for hiking and skiing. Guests praise the helpful staff and quiet atmosphere in this convenient Great Barrington retreat.

"My go to place for my ski weekends"
United States
Ryan
The price is P4,444
P4,964 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Quality Inn Great Barrington

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (711)
Experience comfort in Great Barrington at this welcoming hotel with clean rooms and attentive service. Visit nearby Lake Mansfield Park or explore the Housatonic River after enjoying the indoor pool, fitness center, and complimentary WiFi.

"Great hospitality "
United States
regina maria
The price is P6,286
P7,021 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Simsbury Inn

Simsbury Inn
3.5 star property
Simsbury Center
9.2 out of 10, Wonderful, (281)
Surrounded by New England charm, this Weatogue hotel offers 3 restaurants serving local cuisine, plus an indoor pool and health club. Enjoy free breakfast and parking while exploring nearby Rosedale Farms & Vineyards and Stratton Brook State Park.

"The personnel was very helpful & accomodating, both at the front desk & upstairs restaurant. I appreciated that they set out two rooms as adjoining even before I asked. "
United States
Sara
The price is P14,041
P17,430 total
includes taxes & fees
Dec 28 - Dec 29
Simsbury Inn

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1000)
Near both Hotchkiss-Fyler House Museum and Warner Theater, this motel provides free breakfast, WiFi, and parking. Guests appreciate the clean rooms and attentive staff. Enjoy the fitness center or venture out for nearby downhill skiing adventures.

"Clean comfortable room,great parking and local shopping "
United States
Julie
The price is P5,600
P6,440 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Days Inn by Wyndham Torrington

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1000)
Enjoy panoramic lake vistas at this peaceful Lenox hotel, just 10 minutes from Tanglewood Music Center. After working out in the 24-hour fitness center, savor Indian cuisine at Mint restaurant while watching spectacular sunsets over the water.

"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is P6,100
P6,814 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (808)
Nestled in the Berkshires, this family-friendly resort features 2 outdoor and 2 indoor swimming pools. Enjoy refreshments at the pool bar or coffee shop while staying near cultural attractions like Tanglewood Music Center and Berkshire Theatre Festival.

"Convenient location, very roomy, well equipped kitchen. "
United States
Carolyn
The price is P7,931
P10,007 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (810)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (290)
Located in Lee, this inviting B&B offers kayaking adventures and a terrace with lakefront views. Wake up to a full breakfast each morning before exploring nearby attractions like The Mount and Wyndhurst Golf & Club. Helpful staff ensure a memorable stay.

"A charming inn in the center of the Berkshires."
United States
Danny
The price is P9,928
P11,644 total
includes taxes & fees
Dec 29 - Dec 30
Lakehouse Inn

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (828)
This centrally located motel has an inviting outdoor pool where you can cool off after exploring nearby attractions. Free WiFi and self parking add extra value while the helpful staff ensures a pleasant stay in clean, comfortable rooms.

"Staff was very friendly and helpful."
United States
Pamela
The price is P4,641
P5,184 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Howard Johnson by Wyndham Lenox

Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (102)
Discover cozy comfort at this Granby B&B offering complimentary full breakfast, WiFi, and parking. Nearby hiking trails provide outdoor adventure while McLean Game Refuge and Old New-Gate Prison & Copper Mine offer fascinating day trips. Bradley International Airport is just 14 minutes away.

"Pleasant hosts, quiet area, big soaking sub, we enjoyed our stay."
United States
michelle
The price is P8,225
P9,129 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Truman Gillet House Bed & Breakfast

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1000)
Experience tranquility at this welcoming hotel, just 15 minutes from Tanglewood Music Center. Guests praise the quiet atmosphere, helpful staff, and complimentary continental breakfast. Conveniently located near Lee Library and local restaurants with easy access to shopping.

"The staff is always so helpful & nice, and the rooms are always clean and comfortable. This is my favorite place to stay in Lee!"
United States
Cooper
The price is P4,950
P5,529 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Quality Inn Lee - Lenox South

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1001)
"Old time charm and hot tub under the stars"
United States
Lori
The price is P8,753
P12,402 total
includes taxes & fees
Jan 26 - Jan 27, 2026
The Red Lion Inn

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (759)
Tranquil accommodations in Great Barrington offer soundproof rooms for undisturbed sleep. The helpful staff, complimentary breakfast, and free parking enhance your stay, while restaurants within walking distance and nearby Housatonic River provide convenient exploration options.

"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
United States
Dinh
The price is P7,931
P8,859 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1002)
Explore the Berkshires from this welcoming hotel with free breakfast and parking. Just a 10-minute drive to Tanglewood Music Center, the indoor pool offers year-round relaxation. Nearby attractions include Guido's Marketplace and Bousquet Ski Area.

"Very comfortable beds! "
United States
Gerald
The price is P6,533
P7,297 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Hampton Inn & Suites Berkshires-Lenox

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (821)
This Lenox lodge combines comfort with convenience, just a short drive from Tanglewood Music Center. The Club Room serves delicious American cuisine, while a welcoming bar and outdoor terrace enhance your stay. Kennedy Park and Pleasant Valley Wilderness Sanctuary await nearby.

"Easiest check in and out. Great food in dining room. "
United States
William
The price is P7,440
P8,311 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Berkshires Untold

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (796)
Set in Pittsfield near Guido's Marketplace and Herman Melville's Arrowhead, this lodge offers an indoor pool and hot tub for relaxation. Enjoy free WiFi and parking while staying in clean rooms. The helpful staff ensures a pleasant mountain getaway.

"Spacious room and loved pool and hot tub!"
United States
Deanna
The price is P5,797
P7,788 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Berkshire Mountain Lodge
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.
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Learn more about Sandisfield

Explore relaxing Sandisfield: its hiking, forests, rafting, and more!

Berkshire Mountains in Autumn, Deerfield, Massachusetts

Top Sandisfield Hotel Reviews

More cheap stays in Sandisfield

Find out more about Sandisfield

Top reasons to visit Sandisfield

  • Outdoor Adventures: Sandisfield is a haven for outdoor enthusiasts, offering skiing, nature reserves, and tranquil lakes for exploration.
  • Stunning Landscapes: The picturesque setting provides breathtaking views, perfect for relaxation and adventure.
  • Cultural Experiences: Enjoy local attractions, including the Springfield show, which showcases regional culture.
  • Charming Accommodations: Delightful bed & breakfasts and unique agritourism properties ensure a comfortable stay.
  • Family-Friendly Activities: Nearby cities offer a variety of activities suitable for families and romantic getaways.

Find great hotels near Sandisfield

Discover the charming accommodations in Sandisfield, Massachusetts, where you can choose from delightful bed & breakfasts and unique agritourism properties. Ideal for adventurous travellers, these hotels often welcome pets and cater to families seeking memorable experiences. With options like the New Boston Inn and Fairfield Inn, you’ll find an array of lodgings complemented by genuine hospitality and excellent reviews, ensuring a comfortable stay amidst the scenic beauty of the region.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Experience the perfect blend of adventure and relaxation at the Holiday Inn Club Vacations Oak n’ Spruce Resort. This 3.5-star property, located 20.9km from Sandisfield, is ideal for those seeking a ski getaway or thrilling outdoor activities. With easy access to ski lifts and shuttles, guests can enjoy skiing, snowboarding, and snow tubing, alongside hiking and biking trails nearby. The resort features an array of recreational activities, making it a fantastic choice for families and adventure enthusiasts alike, all while providing comfortable and spacious accommodations.
  • Holiday Inn Express Hotel & Suites Great Barrington by IHG: Just 19.3km from Sandisfield, the Holiday Inn Express Hotel & Suites Great Barrington stands out for its welcoming atmosphere, particularly for LGBTQIA travellers. This hotel combines modern comforts with a commitment to inclusivity, ensuring a pleasant stay for all guests. Ideal for business travellers, it offers essential amenities such as high-speed internet and meeting facilities, while the proximity to local attractions makes it a convenient base for exploring the Berkshires. Guests rave about the complimentary breakfast and attentive service that enhance their experience.
  • Quality Inn: Located 22.5km from Sandisfield, the Quality Inn provides a straightforward and comfortable stay for business travellers. This hotel focuses on essential amenities and convenience, ensuring that guests have everything they need for a productive trip. With comfortable rooms and a welcoming atmosphere, it’s a solid choice for those seeking a no-fuss accommodation option. The Quality Inn's location allows easy access to local business centres and attractions, making it a practical choice for both work and leisure.

Where to stay near Sandisfield

Sandisfield, Massachusetts, offers an idyllic retreat for outdoor enthusiasts and adventure seekers. Nestled in a picturesque setting, it's perfect for a weekend getaway, with stunning landscapes that invite relaxation and exploration. Nearby cities provide family-friendly activities and romantic atmospheres, while beautiful gardens await discovery. Whether you're skiing or simply enjoying the scenic beauty, Sandisfield is an amazing place to unwind and connect with nature, all within a convenient distance from New York.

  • The Berkshires: Nestled a mere 6.4km from Sandisfield, The Berkshires offer a unique blend of outdoor adventures and stunning scenery. This picturesque region attracts visitors year-round, with peak activity from June to August. Here, you can indulge in skiing at local resorts or explore the breathtaking lakes and mountains that define the landscape. The Berkshires are also renowned for hosting various events and conferences, making it an ideal place for both relaxation and engagement with nature.
  • Great Barrington: Located 20.9km from Sandisfield, Great Barrington is a vibrant city that draws adventure seekers and sports enthusiasts alike. With a bustling atmosphere, this city sees a surge in visitors during the summer months, especially from June to August. Great Barrington is a premier destination for skiing, featuring excellent ski fields and resorts. Beyond winter sports, the region is dotted with beautiful parks and scenic lakes, making it a perfect spot for outdoor exploration and family activities.
  • Lee: Just 16.4km from Sandisfield, the charming city of Lee is known for its romantic ambiance and family-friendly entertainment. Visitors flock here year-round, with peak seasons from June to August, and it’s a delightful hub for music concerts and theatrical performances. The local landmarks, including serene lakes and historic monuments, provide a rich cultural experience. Lee is perfect for those seeking a mix of leisure and vibrant community events, ensuring a memorable visit for everyone.

Things to do near Sandisfield

Sandisfield is an ideal destination for outdoor enthusiasts, offering exciting activities such as skiing at local resorts and ski fields. Visitors can enjoy day trips, explore area attractions, and take advantage of ski rentals. Don't miss the Springfield show for a delightful experience during your stay.

Shopping

For unique gifts and souvenirs, explore the Berkshire Mountain Country Store, located 24.1km away. If you're up for a drive, the Lee Premium Outlets and Ledgebrook Plaza, both 13 and 24.1km away respectively, offer a variety of shopping options with vibrant family and business atmospheres.

Recreation

Jacob's Pillow, 17.7km from Sandisfield, offers a captivating blend of dance, culture, and romance, making it a perfect spot for artistic inspiration. Goose Pond Reservation, 19.3km away, invites you to unwind amidst nature, promoting wellness and relaxation. Music Mountain, located 25.7km from Sandisfield, provides delightful entertainment through live concerts.

Adventure

Ski Butternut, located 16.1km from Sandisfield, offers thrilling skiing experiences with well-groomed slopes and a lively atmosphere. For a scenic adventure, hike the Housatonic River Walk, situated 20.9km away, where you’ll enjoy picturesque views and the beauty of nature. Otis Ridge, merely 9.7km away, promises exhilarating skiing fun.

Nightlife

The nightlife in Sandisfield is a charming blend of romance and culture. Enjoy an evening at Infinity Music Hall and Bistro, located 14.5km away, or immerse yourself in the vibrant atmosphere of Mahaiwe Performing Arts Center, a mere 20.9km from Sandisfield, both offering delightful entertainment experiences.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Sandisfield

For a budget-friendly trip to Sandisfield, consider visiting during January or March to April, when accommodation prices are lower compared to the peak season in July and August. Tuesdays typically offer the best hotel rates, while Saturdays are the priciest. Utilise Expedia’s search tool to filter for eco-friendly options and sort prices from low to high for the best deals. Additionally, you can save by bundling your hotel, flights, and activities in an Expedia package. Embrace free local attractions and plan your transport wisely to keep costs down.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Sandisfield are January and March to April, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Sandisfield is Tuesday. The most expensive day to stay in Sandisfield is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To uncover the most affordable prices and offers, arrange the price filter from low to high.
  • Consider bundling your trip: You can save money by combining your Sandisfield hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Sandisfield

Sandisfield offers a delightful blend of outdoor adventures and cultural experiences, making it an ideal destination for tourists. Visitors can explore stunning nature reserves, tranquil lakes, and nearby national and state parks, perfect for skiing and various outdoor activities. Whether you seek thrilling escapades or peaceful retreats, Sandisfield's attractions cater to all tastes, ensuring an unforgettable holiday experience.

  • Yale Summer School of Music and Art: Located 14.5km from Sandisfield, this esteemed institution offers an enriching cultural experience through its diverse music and art programmes. Visitors can immerse themselves in the vibrant creative atmosphere, witnessing talented students and faculty engage in various performances and exhibitions.
  • Great Barrington Historical Society & Museum: Situated 19.3km away, this museum provides an insightful glimpse into the region's rich history. With engaging exhibits and historical artefacts, guests can delve into the local heritage and explore the stories that shaped the community.
  • Becket Land Trust Historic Quarry: Also 19.3km from Sandisfield, this reserve is perfect for adventure seekers and families alike. Enjoy scenic trails, discover the historic quarry, and embrace the beauty of nature in a serene yet trendy setting.

Best time to go to Sandisfield

The best time to visit Sandisfield is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January23.5°F (-4.7°C)Light RainMostly CloudySlightly LowSlightly Low
February25.3°F (-3.7°C)Light RainMostly CloudySlightly LowAverage
March32.9°F (0.5°C)Light RainMostly CloudyAverageSlightly Low
April44.4°F (6.9°C)Light RainMostly CloudySlightly HighSlightly Low
May56.3°F (13.5°C)Light RainMostly SunnyAverageAverage
June64.0°F (17.8°C)Light RainMostly SunnySlightly HighAverage
July70.3°F (21.3°C)Light RainMostly SunnySlightly HighSlightly High
August68.4°F (20.2°C)Light RainMostly SunnyAverageSlightly High
September61.5°F (16.4°C)Light RainMostly SunnyAverageAverage
October50.4°F (10.2°C)Light RainMostly SunnySlightly LowSlightly High
November38.3°F (3.5°C)Light RainMostly SunnyAverageAverage
December30.0°F (-1.1°C)Light RainMostly CloudyAverageAverage

The nearest major airports for your trip to Sandisfield

When visiting Sandisfield, Massachusetts, you can fly into several major airports. Hartford, CT (BDL-Bradley Intl.) is situated 43.5km away, with excellent accommodation options like the 4-star Simsbury 1820 House, located 11.3km from the airport, and the Marriott Hartford Downtown, 19.3km away. Albany, NY (ALB-Albany Intl.) is 88.5km from Sandisfield, offering hotels such as The Landing Hotel at Rivers Casino & Resort and DoubleTree by Hilton Schenectady Downtown, both 12.9km from the airport. Lastly, New Haven, CT (HVN-Tweed - New Haven Regional) is 96.6km distant, with nearby hotels including the Omni New Haven Hotel at Yale, just 4.8km away.

Frequently asked questions

What's the best place to stay in Sandisfield?
The Yankee, Trademark Collection by Wyndham, located 1.5 mi (2.4 km) from the heart of Sandisfield, is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are Berkshire Mountain Lodge and The Red Lion Inn. See all available top hotels, or vacation rentals in Sandisfield.
If I need to cancel my hotel reservation in Sandisfield, will I receive a refund?
Yes! Most hotel reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you have a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Sandisfield.
What are some hotels with pools in Sandisfield?
The Yankee, Trademark Collection by Wyndham: Features a seasonal outdoor pool, an indoor pool, and buffet. Berkshire Mountain Lodge and The Red Lion Inn are two additional hotels that offer an onsite pool. View all hotels with pools in Sandisfield.
What is staying in Sandisfield like?
Visitors can enjoy all that Sandisfield has to offer including the forests, aquarium, and spas. Tourists to the city can also enjoy its relaxing setting. In Sandisfield, there are 13 hotels and other accommodations to choose from. Find out more about Sandisfield.
What are the top places to visit in Sandisfield?
A favorite place to visit is Cookson State Forest. You'll also find Otis Reservoir and Otis Ridge in the area. Check out what more to see and do in Expedia's Sandisfield guide.
What's the seasonal weather like in Sandisfield?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Sandisfield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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