Photo by Elizabeth Massa Peroulakis
All hotels in Middlefield, Massachusetts
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
All hotels in Middlefield, Massachusetts
We have found 1094 Middlefield Hotels
- Taggart Treehouse: Modern Luxury Meets Nature: Stunning river views, sleeps 10
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- The Red Door B&B
- Kemble Inn
- Doctor Sax House
- Lenox Inn
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Chesapeake Inn of Lenox
- Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
- Heart of the Berkshires
- 18th century 3-bedroom renovated farmhouse in peaceful Whately with WiFi, AC
- Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
- Lg 1 Bd - Vacation Village in the Berkshires
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Renovated Private Guest House by Evergreen Home
- Jiminy Premier Ski-In/Ski-Out Resort Bentley B
- Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
- Pres Week- Bentley Brook Resort - Your Peak Winter Escape
- Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
- Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
- Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
- Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
- Farmhouse on Otis Pond
- Bentley Brook at Jiminy Peak ^ Studio
- Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
- Guest House Sanctuary by Evergreen Home
- Bentley Brook, Charming 2-bedroom with WiFi, at Jiminy Peak Ski Resort
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- Berkshire Mountain Lodge
- Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC
- Cliffwood Cottage by Evergreen Home
- Cozy and large 2 Bedroom 2 Full Bath ski in, ski out condo Unit with balcony.
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - B
- Charming 2-bedroom resort in marvelous Hancock with AC, fitness room, WiFi
- Your Winter Escape: Wyndham Bentley Brook Ski-In, Ski-Out Bliss at Jiminy Peak!"
- Renovated Berkshires Farmhouse - minutes from hiking, swimming, and Tanglewood
- 10 Minutes to Ski Butternut! Dogs Welcome!
- Chestnut Lodge
- Mountain Lodge Apt!
- The Weathervane Motel
- Bentley Brook 1-BR Mountainside resort sleeps 8- Available April 27-May 3
Let Expedia take you to the best Hotels in Middlefield. You'll find the largest selection of hotel deals, discount prices, and cheap hotel rates on reservations anywhere in the world. Expedia, the leader in world travel, gives you customer reviews, maps, and the best selection of hotels near landmarks and attractions.