Find Winery Hotels in Eastham, MA
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check availability on Eastham Winery Hotels
Top Eastham Winery Hotels

Chatham Wayside Inn
Chatham
9.2 out of 10, Wonderful, (597)
The price is SAR 523
SAR 749 total
includes taxes & fees
7 Dec - 8 Dec

Uncommoner Hotel by Reverie Boutique Collection
West Yarmouth
9.4 out of 10, Exceptional, (97)
The price is SAR 382
SAR 438 total
includes taxes & fees
4 Dec - 5 Dec

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
9.6 out of 10, Exceptional, (101)
The price is SAR 353
SAR 1,551 total
includes taxes & fees
8 Dec - 9 Dec

Charming 1-bedroom apartment in fabulous Provincetown
Provincetown
9.6 out of 10, Exceptional, (4)
The price is SAR 300
SAR 666 total
includes taxes & fees
14 Dec - 15 Dec

The Village Inn Cape Cod
Yarmouth Port
10.0 out of 10, Exceptional, (222)
The price is SAR 634
SAR 726 total
includes taxes & fees
14 Dec - 15 Dec

Gorgeous waterfront studio w/ beach access sitting on downtown Commercial Street
Provincetown
8.8 out of 10, Excellent, (30)
The price is SAR 450
SAR 1,374 total
includes taxes & fees
7 Dec - 8 Dec

Quaint condo near private beach access with fireplace - close to dining
Dennis Port
9.0 out of 10, Wonderful, (62)
The price is SAR 225
SAR 1,068 total
includes taxes & fees
7 Dec - 8 Dec

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (50)
The price is SAR 496
SAR 1,945 total
includes taxes & fees
7 Dec - 8 Dec
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Eastham Hotel Reviews

Captains Quarters Motel & Conference Center
10/10 Excellent
Explore a world of travel with Expedia
Find More Hotels near Eastham
More Hotel Options in Eastham
- Adults Only Resorts & Hotels in Eastham
- Adventure Hotels in Eastham
- Beach Hotels in Eastham
- Business Hotels in Eastham
- Cheap Hotels in Eastham
- Family Hotels in Eastham
- Golf Hotels in Eastham
- Historic Hotels in Eastham
- Hotel Wedding Venues in Eastham
- Hotel with a Concierge in Eastham
- Hotels with Bars in Eastham
- Hotels with Free Parking in Eastham
- Hotels with Hot Tubs in Eastham
- Hotels with WiFi in Eastham
- Hotels with a Pool in Eastham
- Hotels with an Indoor Pool in Eastham
- Hotels with smoking rooms in Eastham
- Luxury Hotels in Eastham
- Pet-friendly Hotels in Eastham
- Resorts & Hotels with Spas in Eastham
- Romantic Hotels in Eastham
- Shopping Hotels in Eastham
More Accommodation Types in Eastham
- Vacation Homes in Massachusetts
- Apartments in Massachusetts
- Cottages in Massachusetts
- Condo Rentals in Massachusetts
- B&B in Massachusetts
- Motels in Massachusetts
- Guest Houses in Massachusetts
- Resorts in Massachusetts
- Aparthotels in Massachusetts
- Cabin Rentals in Massachusetts
- Farmstay in Massachusetts
- Inns in Massachusetts
- Villas in Massachusetts
- Houseboats in Massachusetts
- Hostels in Massachusetts
- Lodges in Massachusetts
- Chalets in Massachusetts
- Condo Resorts in Massachusetts
- RV Parks in Massachusetts
- Holiday Park Resorts in Massachusetts
- Country Houses in Massachusetts
- Residences in Massachusetts
- Town Houses in Massachusetts
- Castles in Massachusetts
Eastham Hotels by Star Rating
Explore more hotels
- Blue Dolphin Inn
- Oceanfront home with great views, deck, grill & beach access - dog-friendly
- Eagle Wing Inn - Cape Cod
- 4-min to Beach | Outdoor Shower | Pet Friendly ☀️ 🏖 🐶
- Affordable Cape Cod Get Away!
- Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach
- Dog-friendly forest cottage with firepit & great deck, walk to bay beaches
- 2025 Remodel! Walk to Pond, 2 Min Drive to Beach!
- Waterfront Fun at this Huge Family Estate!
- Comfy Cabin with Deck, Firepit, & Bike Path Access - Walk to Nauset Light Beach
- Late cancellation - 30% discount! Sunset Views -Cape Cod Bay
- Gorgeous woodland home with deck & firepit - walk to ocean bluffs & Rail Trail
- New-Hot Tub Bayfront home with boat house, sauna, fast WiFi, & washer/dryer
- Private Dog-Friendly Home with Heated Pool & Guest Cottage at National Seashore
- Quintessential Captain's House w/ Water Views!
- Cape Getaway -walk to restaurants & shops, near bay & ocean beaches & rail trail
- 1940s Cottage Stunner Large Studio w/loft feel dog friendly
- Cape Cod Cottage Retreat
- Viking Shores Motor Inn
- Charming dog-friendly home with large yard & WiFi - walk to beach & Great Pond
































