Find All Chatham Hotels
Upfront pricing
Our total price for your stay includes taxes and fees
Treat yourself
Save 10% or more on over 100,000 hotels worldwide with Member Prices
Be picky
Search almost a million properties worldwide
Find All Chatham Hotels
We have found 1581 Chatham Hotels
- Cranwell Spa and Golf Resort
- Charming 5-bedroom farmhouse with AC, WiFi in delightful Ghent
- Granville House
- Eastover Estate & Eco-Village
- Garden Gables Inn
- All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
- In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
- Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
- -Private renovated farmhouse along the Hudson surrounded by State Park Land
- 33 Main
- Berkshire Mountain House
- Farmhouse Retreat, Outdoor Dining/Fire-Pit, Fast Wifi, Golf & 3-Acre Privacy
- NEW RENO - Chalet-style farm loft near Tanglewood
- Lantern House Motel
- HollyKissHudsonValley Fully Renovated Lodge- Private Guest Suite
- 26 Church Street
- Seven Hills Inn
- Charming 6 Bdrm Countryside Stay
- Taggart River House: Modern Luxury Meets Nature: Stunning river views, sleeps 10
- Race Brook Lodge
- Holiday Inn Club Vacations Oak 'n Spruce Resort
- HollyKissHudsonValley Renovated 1900 Lodge, Full House, including Guest Suite
- Modern Country Farmhouse, Walking Distance to Lake
- The Egremont Village Inn
- Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!
- Private Unit in shared 1830 Farmhouse
- The Inn at Stockbridge
- 67 Church Street
- The Red Door B&B
- LEEDS A GREAT ESCAPE
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Farm House Getaway on beautiful horse farm!
- Country living close to the capital region 100 acres of nature to explore
- Kemble Inn
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- 1805 House Bed and Breakfast
- Lenox Inn
- Castle Inn
- Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
- Bentley Brook the perfect home base for exploring nearby Berkshire County
- Cozy Carriage House room with a double bed and private balcony
- Elegant suite with a king bed, fireplace, and kitchenette.
- Hudson City Bed & Breakfast
- Chesapeake Inn of Lenox
- Renovated Private Guest House by Evergreen Home
- Historic Susan B. Anthony Room - Cozy & Charming Stay
- The Grange - 1800s Farmhouse Estate on 80 Acres
- Batterby House – Adults Only
- Heart of the Berkshires
- 1735 Stone Farmhouse
- Restored historic farmhouse on 25 private acres
- Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - A
- HollyKissHudsonValley Full House + Renovated Upstairs Red Barn and Loft
- Experience Timeless Elegance in The Edith Wharton Room!
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl - B
- Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
- Vacation Village In The Berkshires 5 Star Resort - Suite B
- Historic 1817 Berkshire Farmhouse- Close to Everything!
- Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
- All the comfort of home
- Pres Week- Bentley Brook Resort - Your Peak Winter Escape
- Berkshire Mountain Lodge
- Spacious Modern Catskill Farmhouse - Hot Tub, Pool, Fire-Pit, Views
- 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
- Jacob's Tanglewood Ranch
- Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
- "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
- Rustic Catskill cottage, 10 min to Hudson, 30 minutes to popular ski area skiing
- Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
- Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
- Embark on Alpine Escapades: Bentley Brook Resort Unveils Ski-In/Ski-Out Bliss
- Elegant Carriage House room with a queen bed and private patio.
- Terrific 2-bedroom resort in Lee with WiFi, fitness room, AC
- Jiminy Premier Ski-In/Ski-Out Resort Bentley B
Let Expedia take you to the best Hotels in Chatham. 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.