
Hotels in Pioneer Valley
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Top-rated hotels in Pioneer Valley
Guests agree: these hotels are highly rated for location, cleanliness, and more.

Classic King Suite at Shelburne Springs
Stay in Suite 4 – Classic King Suite at Shelburne Springs. This second-floor 525 sq ft suite features a king bedroom, living room with full-size sleeper sofa, private bathroom, full kitchen with apartment-size refrigerator and induction stovetop, smart TVs, Wi-Fi, individual HVAC, hardwood floors, 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, creek.

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.

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.

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.

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.

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.

Near Bradley Airport + Breakfast. Kitchen. Pool.
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.

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!

LaQuinta Springfield | 2 Queen City | Indoor Pool
A bright, easy base for exploring Springfield at your own pace—museums, galleries, and the Dr. Seuss Memorial Sculpture Garden are great day plans, with the Basketball Hall of Fame close by. Enjoy free breakfast and free parking, then take advantage of quick access to I-91/I-291 for nearby college tours or regional adventures. Finish with a relaxing swim indoors.

Mezze Guesthouse - Two Bedroom, sleeps 4
Experience luxury contemporary lodging alongside culinary excellence at the new Mezze Guesthouse. Accessed via a separate entry directly adjacent to Mezze Bistro + Bar, ascend the stairs to this Two Bedroom Unit, which exudes stylish and calming vibes of custom, one-of-a-kind finishes by local artisans.

Wyndham Bentley Brook 2 BR
Ski-In/Ski-Out Plus Year-Round Mountainside Fun. The Wyndham Bentley Brook is situated right at the base of Jiminy Peak ski mountain, making this resort an exceptional choice for mountainside play. In winter, ski out your door and onto the lifts.
Popular amenities for Pioneer Valley hotels
Family-friendly hotels

The Berkshire Mountain Inn - Garden Room

Crafts Inn, Hotel Suite with pool and hot tub.

2 Double Beds Room w/ Free Parking, Scottish Inns

Enjoy Free Parking! Affordable Stay in Sturbridge

The Berkshire Mountain Inn - Mr. Pope Room

The Berkshire Mountain Inn - Margaux Suite

The Berkshire Mountain Inn - Federal Room

#23 *Newly Renovated!* Two-room SUITE! Horizon Inn
Hotels with a pool

2BR Suite w/ Kitchen + Free Breakfast & Pool

Family Basecamp | 3 Villas, Pools & Games

Bright 2BR Condo – Perfect for Family or Friends

Berkshires Retreat | 1 Unit |Pool & Fitness Center

2 Family-Friendly Villas l Pool, Games & Fitness

Heart of Stockbridge + Dining. Bike-Friendly. Pool

New, modern hotel in Enfield, CT RM1 2 Queens

Near Downtown Hartford + Breakfast. Kitchen. Pool.
Hotels with a patio

Historic Barn Stay at Gedney Farm

The Central Downtown Inn&Suites

Cathedral Queen Suite at Shelburne Springs

Cathedral Queen Suite II at Shelburne Springs

The Central Downtown Inn

Home a while

Luxury Two-Bedroom Apartment
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- Hotel rooms Massachusetts
- Hotel rooms United States
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Monadnock State Park
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Taconic State Park
- Bash Bish Falls State Park
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Dcu Center
- Mount Monadnock
- University of Massachusetts Amherst
- Clark University
- Naumkeag
- Massachusetts Museum of Contemporary Art
- Norman Rockwell Museum
- Connecticut Convention Center
- Mount Greylock
- Hancock Shaker Village
- Mount Holyoke College
- Berkshire Botanical Garden
- Naismith Memorial Basketball Hall Of Fame
- Kripalu Center for Yoga & Health




