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Compare 1,072 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Hampton Inn Westfield

2.5 star property
Westfield
8.4 out of 10, Very Good, (815)
"Very pet friendly and the night check in agent was super kind and friendly"
United States
olivia townsend
$103 nightly
The price is $115
Dec 29 - Dec 30
Total with taxes and fees
Hampton Inn Westfield

Days Inn by Wyndham Torrington

2.0 star property
Torrington
7.4 out of 10, Good, (1002)
"Clean comfortable room,great parking and local shopping "
United States
Julie
$84 nightly
The price is $97
Dec 10 - Dec 11
Total with taxes and fees
Days Inn by Wyndham Torrington

Quality Inn Westfield - Springfield

2.5 star property
Westfield
7.2 out of 10, Good, (903)
"Staff was very friendly. Everything was clean and well kept. Small hotel but very cozy and quiet."
United States
Gloria
$94 nightly
The price is $104
Dec 21 - Dec 22
Total with taxes and fees
Quality Inn Westfield - Springfield

Truman Gillet House Bed & Breakfast

3.0 star property
Granby
9.6 out of 10, Exceptional, (101)
"Pleasant hosts, quiet area, big soaking sub, we enjoyed our stay."
United States
michelle
$140 nightly
The price is $155
Dec 9 - Dec 10
Total with taxes and fees
Truman Gillet House Bed & Breakfast

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1000)
"Great stay!"
United States
Ann
$89 nightly
The price is $100
Dec 15 - Dec 16
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
Great Barrington
8.8 out of 10, Excellent, (703)
"We stay here every year and it never disappoints "
United States
Elizabeth
$102 nightly
The price is $114
Dec 15 - Dec 16
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Quality Inn

2.5 star property
Lee
8.4 out of 10, Very Good, (1000)
"Clean room and good breakfast "
United States
Kelly
$91 nightly
The price is $101
Dec 28 - Dec 29
Total with taxes and fees
Quality Inn

Shaker Mill Inn

2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
United States
Robert
$106 nightly
The price is $117
Dec 9 - Dec 10
Total with taxes and fees
Shaker Mill Inn

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
9.0 out of 10, Wonderful, (1002)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
$101 nightly
The price is $113
Dec 17 - Dec 18
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1000)
"Clean, pleasant staff and good breakfast. "
United States
Edward
$103 nightly
The price is $115
Dec 14 - Dec 15
Total with taxes and fees
Hampton Inn & Suites Berkshires-Lenox

Element Lenox Berkshires

3.0 star property
Lenox
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
United States
joel
$131 nightly
The price is $146
Dec 14 - Dec 15
Total with taxes and fees
Element Lenox Berkshires

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1000)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
$189 nightly
The price is $212
Dec 18 - Dec 19
Total with taxes and fees
The Red Lion Inn

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
Great Barrington
7.6 out of 10, Good, (562)
"The staff were very friendly and accommodating "
United States
Tom
$75 nightly
The price is $84
Dec 8 - Dec 9
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires

Simsbury 1820 House

4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1000)
"Very nice room, pleasant and helpful staff"
United States
Concetta
$174 nightly
The price is $200
Dec 8 - Dec 9
Total with taxes and fees
Simsbury 1820 House

Howard Johnson by Wyndham Lenox

2.0 star property
Lenox
7.6 out of 10, Good, (827)
"Staff was very friendly and helpful."
United States
Pamela
$79 nightly
The price is $88
Dec 8 - Dec 9
Total with taxes and fees
Howard Johnson by Wyndham Lenox

Monument Mountain Motel

2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (803)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
$67 nightly
The price is $74
Dec 8 - Dec 9
Total with taxes and fees
Monument Mountain Motel

Quality Inn

2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1000)
"Clean room, nice location "
United States
Devron
$76 nightly
The price is $85
Dec 21 - Dec 22
Total with taxes and fees
Quality Inn

Locust Tree Bed and Breakfast LLC

3.0 star property
East Canaan
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
$105 nightly
The price is $121
Dec 8 - Dec 9
Total with taxes and fees
Locust Tree Bed and Breakfast LLC

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (64)
"Very clean room, courteous staff. "
United States
Jeffrey
$97 nightly
The price is $108
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Berkshire Mountain Lodge

3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (779)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
$108 nightly
The price is $120
Jan 6 - Jan 7, 2026
Total with taxes and fees
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

Hotels in Sandisfield with star-rating

Find out more about Sandisfield

Top reasons to visit Sandisfield

  • Outdoor Adventure: Sandisfield is a paradise for outdoor enthusiasts, offering skiing, hiking, and stunning natural surroundings.
  • Scenic Getaway: Nestled in a picturesque area, it provides a relaxing atmosphere perfect for weekend escapes.
  • Unique Accommodations: Choose from charming bed and breakfasts and agritourism properties for a memorable stay.
  • Family-Friendly Vibe: Sandisfield caters to families with pet-friendly options and activities for all ages.
  • Proximity to Attractions: Easily explore nearby gardens and take day trips to cities like Springfield.

Find great hotels near Sandisfield

Explore a variety of hotel accommodations in Sandisfield, Massachusetts, where you can find charming bed and breakfasts and unique agritourism properties. Ideal for adventure-seeking travelers, this area offers pet-friendly options and family-friendly experiences. Whether you're searching for the best hotels, reading hotel reviews, or considering spots like the New Boston Inn and Fairfield Inn, Sandisfield has something to cater to every visitor's needs.

  • Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Nestled in the picturesque Berkshires, this 3.5-star resort is perfect for families and business travelers seeking a memorable vacation experience. The resort boasts amenities such as a Business Center and inclusive resort fees for a hassle-free stay. Families will appreciate the on-site Mini Golf, Arcade Game Room, and Playground, ensuring that children have plenty of fun. Whether you're here for business or leisure, the Holiday Inn Club Vacations Oak n’ Spruce Resort offers a unique blend of comfort and adventure.
  • Quality Inn: Ideal for adventure seekers, the Quality Inn is a gateway to outdoor excitement located just 13 miles from Sandisfield. This hotel caters to business travelers while offering access to thrilling activities such as skiing, snowshoeing, and snow tubing at nearby locations. With its focus on adventure sports, guests can easily engage in winter sports right from their doorstep. Quality Inn stands out for its blend of professional amenities and the thrill of the great outdoors, making it perfect for those who crave both business and adventure.
  • Holiday Inn Express Hotel & Suites Great Barrington by IHG: This welcoming hotel is situated 12 miles from Sandisfield and is proudly affiliated with LGBTQIA travel guides, ensuring an inclusive atmosphere for all guests. The Holiday Inn Express offers a range of business amenities, including a 24-hour Business Center and Conference Space, making it a smart choice for corporate travelers. With its modern accommodations and commitment to diversity, this hotel is a fantastic option for anyone looking for a comfortable yet professional stay.

Where to stay near Sandisfield

Sandisfield, Massachusetts, offers an ideal escape for outdoor enthusiasts and adventure seekers. Nestled in a scenic area, it serves as a perfect weekend getaway with its relaxing atmosphere and family-friendly vibe. Explore nearby beautiful gardens and experience the charm of this romantic destination. With its proximity to New York, Sandisfield is an amazing place to unwind, indulge in recreation, and create unforgettable memories in nature.

  • The Berkshires: Nestled just 4 miles from Sandisfield, The Berkshires is a stunning region known for its breathtaking outdoor scenery and adventure opportunities. This area attracts visitors year-round, with peak travel in the summer months. Whether you're skiing on the local slopes or enjoying a tranquil day by one of the beautiful lakes, The Berkshires offers a perfect blend of activity and relaxation. With its mountains and event venues, it's an ideal spot for nature lovers and those seeking cultural experiences.
  • Great Barrington: Located 13 miles from Sandisfield, Great Barrington is a charming city renowned for its vibrant ski culture and adventure sports. Visitor numbers rise during the summer, making it a popular destination for outdoor enthusiasts eager to explore the nearby national state park and ski resorts. In addition to its thrilling winter sports, Great Barrington boasts picturesque lakes and mountains that provide a scenic backdrop for hiking, biking, and more.
  • Lee: A quaint city just 14 miles from Sandisfield, Lee is perfect for a romantic getaway or family-friendly fun. This area offers a delightful mix of entertainment options, from theaters showcasing live performances to music concerts. Visitors flock here for its charming atmosphere and community events, especially during the summer months. With nearby lakes and historical monuments, Lee is a great spot to unwind and soak in the local culture.

Things to do near Sandisfield

Sandisfield, Massachusetts, is perfect for outdoor enthusiasts and offers a range of adventure activities, especially skiing. Visitors can enjoy various ski resorts and fields, along with ski rentals for a hassle-free experience. Don’t miss the chance to explore nearby attractions and consider taking a day trip to Springfield for a unique show. Sandisfield promises an exciting getaway for those seeking winter fun and natural beauty.

Shopping

For shopping in Sandisfield, visit local spots like Berkshire Mountain Country Store for unique gifts. If you're up for a drive, check out Lee Premium Outlets and Ames Plaza Shopping Center, both 15 miles away, offering a variety of shops and family-friendly entertainment.

Recreation

At Jacob's Pillow, immerse yourself in the world of dance with captivating performances set in a beautiful cultural landscape. Experience tranquility at Goose Pond Reservation, where you can rejuvenate with nature walks and serene waters. Enjoy live music and entertainment at Music Mountain, a perfect spot for an uplifting evening.

Adventure

Ski Butternut offers thrilling skiing experiences, located 10 miles from Sandisfield, perfect for sports enthusiasts. For a scenic hike, explore the Housatonic River Walk, 13 miles away, where adventure meets beautiful outdoor landscapes. Otis Ridge, only 6 miles from Sandisfield, provides another fantastic skiing option.

Nightlife

In Sandisfield, you can enjoy a night out at Infinity Music Hall and Bistro, just 9 miles away, featuring a blend of culture and entertainment. Alternatively, the Mahaiwe Performing Arts Center, located 13 miles away, offers a vibrant atmosphere perfect for family-friendly shows and romantic evenings.

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

Booking tips and Expedia advantages for Sandisfield

To save money on your trip to Sandisfield, plan your visit during the off-peak months of January, March, or April for lower accommodation rates. Tuesdays are the most affordable days to stay, while Saturdays are the priciest. Utilize Expedia's search tool to find budget-friendly lodging and consider booking a package deal that includes flights and activities for extra savings. Join Expedia's One Key membership for exclusive discounts and earn OneKeyCash for future stays. Take advantage of free local activities and explore the area on foot to minimize transportation costs.

  • 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: Utilize Expedia's search tool to narrow down your choices based on your budget, desired location, and preferred type of hotel. To find the best prices and discounts, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Sandisfield hotel reservation with your flights and activities through an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Sandisfield

Sandisfield, Massachusetts, is perfect for outdoor enthusiasts and adventure seekers, offering exciting ski vacation opportunities. Visitors can explore beautiful lakes, nature reserves, and national parks, all of which provide a rich cultural experience. Whether you're looking to hike, ski, or simply enjoy the stunning natural surroundings, Sandisfield has a variety of attractions that cater to all types of travelers.

  • Otis Reservoir: Located 6 miles from Sandisfield, Otis Reservoir offers a picturesque lake experience with sandy beaches perfect for relaxation. Enjoy stunning scenery and outdoor activities, making it a great spot for romance or a peaceful day by the water.
  • Tolland State Forest: Just 6 miles away, Tolland State Forest invites adventurers to explore its vast woodland trails. Ideal for hiking, camping, and wildlife observation, this forest is a haven for outdoor enthusiasts seeking a thrilling experience in nature.
  • Umpachene Falls Park: Situated 7 miles from Sandisfield, Umpachene Falls Park features a beautiful waterfall surrounded by lush greenery. Perfect for outdoor adventures or a romantic picnic, it offers a serene atmosphere to enjoy nature's beauty.

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

Traveling to Sandisfield, Massachusetts, is convenient with nearby airports such as Hartford, CT (BDL-Bradley Intl.), located 27 miles away. Excellent hotel options include the DoubleTree by Hilton Hartford - Bradley Airport, just 1 mile from the airport, and the Simsbury 1820 House, 7 miles away. Albany, NY (ALB-Albany Intl.) is another option, situated 55 miles from Sandisfield, with hotels like the Park Manor Hotel and The Landing Hotel at Rivers Casino & Resort, both 8 miles from the airport. Lastly, New Haven, CT (HVN-Tweed - New Haven Regional) is 60 miles away, featuring hotels such as The Blake Hotel and Omni New Haven Hotel at Yale, all 3 miles from the airport.

Frequently asked questions

When is the best time to go to Sandisfield?
The most popular time to visit Sandisfield is during the summer months, particularly in July. During this peak season, visitors can enjoy warm temperatures averaging around 75°F, which creates a superb backdrop for outdoor adventures and exploration. This charming town, located in the scenic Berkshires of Massachusetts, offers a wealth of activities, from hiking in the nearby state forests to unwinding by tranquil lakes.

As you plan your visit, keep in mind that July sees an uptick in tourist activity, which means local events and festivals are in full swing. This vibrant atmosphere is ideal for those seeking a lively experience, as you can mingle with fellow travelers and locals alike. Outdoor activities like kayaking, fishing, and scenic picnics are particularly popular during this time, allowing you to fully embrace the natural beauty of the region.

For those who prefer a quieter experience, consider visiting in September. The early fall months bring stunning foliage, with temperatures cooling to the comfortable mid-60s, making it a wonderful time for hiking and enjoying the stunning landscapes. While prices may be a bit more budget-friendly, you'll still be able to relish the breathtaking views and partake in harvest-related events that highlight the local culture.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Sandisfield.
How can I save on a Sandisfield hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Sandisfield hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Sandisfield hotel?
Prices for hotels in Sandisfield often vary, but you can find a great deal from $85 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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