
Hotels in Pioneer Valley
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Top-rated hotels in Pioneer Valley
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Historic Beaver Mill Inn, Room 10
Located beside Natural Bridge State Park and just three minutes from MASS MoCA, downtown North Adams, and MCLA, the 12-room Historic Beaver Mill Inn combines the character of a restored industrial landmark with the comfort of contemporary private guest rooms, a communal kitchen, and ample common space. Sorry, no guests under 18, no smoking, no pets; 2-night minimum and discounts for 3-night, 6-night, and 12-night+ stays. Free art studio tours. Note: Private bathroom is located outside the room.
New place to stay
King Studio w/ Kitchen + Free Breakfast & Pool
Whether you're visiting for a few nights or an extended stay, Residence Inn West Springfield is a top choice for travelers seeking spacious accommodations and thoughtful amenities. Conveniently located between I-91 and U.S. Route 5, our hotel is just minutes from Six Flags New England, the Naismith Memorial Basketball Hall of Fame, and Westover Air Force Base. Enjoy complimentary Wi-Fi, a daily hot breakfast, and the welcoming service that makes us your home away from home in Massachusetts.
4.76 out of 5 average rating, 68 reviews
Deluxe King at The Whitlock Lenox
Inside The Whitlock, a historic 1820 boutique inn on Church Street in the heart of Lenox, the Deluxe King pairs one plush king bed with extra space and refined, historic character for a stay worth lingering over. Step out to the shops and galleries of the village, or make the 2 minute trip to the Tanglewood gates. Back home, gather by the outdoor fire pit, settle into a firelit parlor, and enjoy specialty coffee drinks available 24/7. Your key code arrives before you do, so simply settle in.
New place to stay
Panoramic King Suite at Shelburne Springs
Stay in Suite 2 – Panoramic King Suite at Shelburne Springs. This second-floor 600 sq ft suite features a king bedroom, queen sleeper sofa, private bathroom, full kitchen with apartment-size refrigerator and induction stovetop, smart TVs, Wi-Fi, individual HVAC, a two-person desk, and countryside views. The bathroom includes a walk-in shower with heated tile floors. Guests also enjoy shared access to the lobby fireplace, sunroom, patio, trails, sculpture garden, springs, and creek.

Standard Queen at Hideaway Inn Lenox
The Hideaway Hive is a bright, cozy retreat for couples and solo travelers at Hideaway Inn Lenox, a design forward boutique hotel in downtown Lenox, MA. One comfortable queen bed, A/C and heat, mini fridge, TV, and private bath cover the essentials, while direct to door arrival and 24/7 specialty coffee keep it effortless. Walk to restaurants and shops, catch a show at Tanglewood just 3 minutes away, and unwind on the porch or at the fire pit. Your perfect Berkshires basecamp.
4.75 out of 5 average rating, 8 reviews
La Chambre Room at the Manor House Inn
La Chambre is a quaint, cozy room inside the magical Manor House Inn and a perfect location for weekend adventures and restful retreats in the Berkshire foothills of CT. Understated and elegant with vintage vibes, we're near hiking/biking trails, wineries/breweries, museums, and more. This listing is for La Chambre featuring an antique queen bed & ensuite bathroom with clawfoot tub. A served breakfast for two is included. Special Note: We are intentionally TV-free.

New, modern hotel in Enfield, CT RM3 2 Queens
The new Fairfield Inn & Suites Springfield Enfield is just minutes from Bradley International Airport and centrally located between Springfield, Massachusetts and Hartford, Connecticut. Our hotel is situated just off I-91, making it easy to get to all of the top attractions in the Springfield and Enfield areas. We provide guests with convenient amenities, including free breakfast, free Wi-Fi, outdoor pool, poolside lounge, fitness center and spacious grounds.
4.81 out of 5 average rating, 53 reviews
Springs Motel Honeymoon Suite
Experience retro charm and modern comfort in our Honeymoon Suite at The Springs Motel. This beautifully designed suite features a spacious king bedroom, a cozy living area with a pull-out couch, and a dining space, all adorned with unique vintage decor. Enjoy the convenience of two full retro-tiled bathrooms, a private patio, and access to our seasonal front lawn lounge. You’ll love the stylish decor of this charming place to stay.

King Suite w/ Kitchen Minutes From BDL + Breakfast
Enjoy a comfortable stay at Homewood Suites by Hilton Windsor Locks Hartford, offering spacious suites with full kitchens, free WiFi, and separate living areas. Start your day with complimentary breakfast, unwind at the outdoor pool, and join Wednesday evening receptions. Located just one mile from BDL Airport and close to Six Flags, the Connecticut Science Center, and local dining, it’s the perfect base for business or leisure.
New place to stay
New England Landmark + 4 Dining Spots Onsite. Pool
Step into a living legend at The Red Lion Inn—welcoming travelers since 1773. In the heart of walkable Stockbridge, you're just 2 miles from the Norman Rockwell Museum, minutes to local shops, and surrounded by art, live music, and unforgettable food. Sip tea on the iconic front porch, dip into the year-round heated pool, catch a speakeasy show downstairs, or bike through town. It's all here—classic New England with a twist.
4.8 out of 5 average rating, 5 reviews
Near Bradley Airport + Free Breakfast & Kitchen
Stay just minutes from Hartford at Residence Inn Hartford Windsor. Perfect for business or leisure, enjoy spacious suites with full kitchens, free breakfast, and a seasonal outdoor pool. Fire up the grill, hit the 24-hour gym, or explore Windsor’s parks and trails. With pet-friendly rooms, on-site parking, and easy access to I-91 and Bradley Airport, this all-suite stay feels like home near the heart of Connecticut.
4.78 out of 5 average rating, 23 reviews
2 Full XL beds
This inviting 1-bedroom retreat in Becket is your perfect escape to the peaceful Berkshires. Featuring two extra long Full-sized beds, air conditioning, heating, Wi-Fi, in-room coffee and a mini-refrigerator, it’s designed for comfort and convenience. Surrounded by nature, it’s a great spot to relax lakeside or explore nearby trails and attractions. Whether you’re unwinding or adventuring, this cozy haven awaits!
5.0 out of 5 average rating, 3 reviewsPopular amenities for Pioneer Valley hotels
Family-friendly hotels

#23 *Newly Renovated!* Two-room SUITE! Horizon Inn
4.89 out of 5 average rating, 100 reviews
Enjoy Free Parking! Affordable Stay in Sturbridge
4.5 out of 5 average rating, 4 reviews
Retreat room in motel like build

Mezze Guesthouse - Two Bedroom, sleeps 4

Standard King
3.0 out of 5 average rating, 3 reviews
#24 *Newly renovated room! Horizon Inn
4.88 out of 5 average rating, 102 reviews
Classic King Suite at Shelburne Springs

Flagship Luxury Suite at Shelburne Springs
Hotels with a pool

LaQuinta Springfield | 2 Queen City | Indoor Pool

Peaceful Berkshires Escape – 2BR Resort Condo

2 Family-Friendly Villas l Pool, Games & Fitness
5.0 out of 5 average rating, 4 reviews
2BR Suite w/ Kitchen + Free Breakfast & Pool
4.6 out of 5 average rating, 5 reviews
Berkshires Retreat | 1 Unit |Pool & Fitness Center
5.0 out of 5 average rating, 4 reviews
New, modern hotel in Enfield, CT RM1 2 Queens
4.64 out of 5 average rating, 33 reviews
Steps from Stockbridge Main Street | Dining & Pool
5.0 out of 5 average rating, 3 reviews
Heart of Stockbridge + Dining. Bike-Friendly. Pool
Hotels with a patio

Historic Barn Stay at Gedney Farm

The Central Downtown Inn

Cathedral Queen Suite II at Shelburne Springs

Cathedral Queen Suite at Shelburne Springs

Luxury Two-Bedroom Apartment

Home a while

The Central Downtown Inn&Suites
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- Hotel rooms Massachusetts
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- Six Flags New England
- Jiminy Peak Mountain Resort
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- Monadnock State Park
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