Photo by Elizabeth Massa Peroulakis
Find All Middlefield Hotels
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Find All Middlefield Hotels
We have found 1090 Middlefield Hotels
- Historic Stone Church in The Berkshires
- Experience Timeless Elegance in The Edith Wharton Room!
- 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
- Garden Gables Inn
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Elegant suite with a king bed, fireplace, and kitchenette.
- Chesapeake Inn of Lenox
- Historic Susan B. Anthony Room - Cozy & Charming Stay
- 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
- Hill Ross Farmhouse Historic Property
- COZY CABIN IN BERKSHIRES RESORT - LABOR DAY SALE
- Cozy Carriage House room with a double bed and private balcony
- Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Vacation Village In The Berkshires 5 Star Resort - Suite B
- 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
- Charming Farmhouse; 2 Bed / 2 Bath, only 1.5 miles to Jiminy Peak. Pet Friendly.
- Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
- Jacob's Tanglewood Ranch
- Historic 1817 Berkshire Farmhouse- Close to Everything!
- Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
- "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
- Farmhouse on Otis Pond
- The Retreat at Norwich Lake
- 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
- Elegant Carriage House room with a queen bed and private patio.
- 1847 New Marlborough Farmhouse. a 4-BR home right in our quiet village.
- Hot SKI-in SKI-out Rentals Bentley Brook Resort!
- The Kemble Berkshires
- Berkshire Mountain Lodge
- Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC
- Cliffwood Cottage by Evergreen Home
- Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
- 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!
- Spacious getaway with private river access minutes from ski area
- Chestnut Lodge
- Mountain Lodge Apt!
- Canyon Ranch Lenox
- The Weathervane Motel
- Bentley Brook 1-BR Mountainside resort sleeps 8- Available April 27-May 3