Find Winery Hotels in Chatham, MA

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Check availability on Chatham Winery Hotels

Tonight
1 Oct - 2 Oct
Tomorrow
2 Oct - 3 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Top Chatham Winery Hotels

Chatham Wayside Inn
Beach nearby

Chatham Wayside Inn

4.0 star property
9.2 out of 10, Wonderful, (566)
"Great hotel, great locatiion"
Chatham Wayside Inn
Uncommoner Hotel by Reverie Boutique Collection
View from room

Uncommoner Hotel by Reverie Boutique Collection

3.0 star property
9.2 out of 10, Wonderful, (57)
"Such a nice place to stay for a weekend getaway, we will definitely be back!"
The price is AED 386
AED 457 total
includes taxes & fees
26 Oct - 27 Oct
Uncommoner Hotel by Reverie Boutique Collection
Kingfisher Harwich Port
Front of property

Kingfisher Harwich Port

3.0 star property
9.0 out of 10, Wonderful, (35)
"We had a wonderful stay ! The room was clean, comfortable, and well-maintained — everything we needed for a relax stay! "
The price is AED 650
AED 744 total
includes taxes & fees
6 Oct - 7 Oct
Kingfisher Harwich Port
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Microwave, oven, stovetop, dishwasher

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

9.6 out of 10, Exceptional, (98)
"Stayed here for a weekend with my fiance and our dog and it was perfect. Short 5 minute drive from downtown and all the great restaurants and shopping. Very dog friendly with fenced in backyard. "
The price is AED 327
AED 1,479 total
includes taxes & fees
5 Oct - 6 Oct
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Copper Swan
WhiteCrest, 1 Queen Bed, Kitchenette | Private kitchenette

Copper Swan

3.0 star property
8.0 out of 10, Very Good, (119)
"Brekkies was amazing too. Lovely staff. "
The price is AED 587
AED 672 total
includes taxes & fees
5 Oct - 6 Oct
Copper Swan
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham
2 bedrooms, iron/ironing board, WiFi, bed sheets

Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham

8.6 out of 10, Excellent, (26)
"Our family took our first vacation as a family of 3 and the house was perfect!"
The price is AED 749
AED 1,960 total
includes taxes & fees
13 Oct - 14 Oct
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Fridge, microwave, oven, stovetop

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

9.0 out of 10, Wonderful, (24)
"Loved the location. Enjoyed breakfasts and lunches in the back and loved the outside shower. So nice to shower off under the stars or sunny sky. Would definitely stay here again"
The price is AED 235
AED 1,243 total
includes taxes & fees
5 Oct - 6 Oct
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Cape Cod Villa pond front vacation home, retreat, spa, venue, film location
Outdoor dining

Cape Cod Villa pond front vacation home, retreat, spa, venue, film location

10.0 out of 10, Exceptional, (5)
"Beautiful property."
The price is AED 1,570
AED 3,361 total
includes taxes & fees
2 Oct - 3 Oct
Cape Cod Villa pond front vacation home, retreat, spa, venue, film location
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Fridge, microwave, oven, stovetop

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

9.6 out of 10, Exceptional, (49)
"Enjoyed the stay at the house very much. The house was as described and very clean. Great location and we plan on staying again in the future."
The price is AED 485
AED 1,920 total
includes taxes & fees
7 Oct - 8 Oct
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Quaint condo near private beach access with fireplace - close to dining
Fridge, microwave, stovetop, dishwasher

Quaint condo near private beach access with fireplace - close to dining

9.0 out of 10, Wonderful, (57)
"The condo was lovely. Super clean. The beach was small and Shelly/rocky but that’s okay. Bathrooms/showers were great! Bed was good. Couch bed was awful unfortunately but I know that’s how to have a good mattress on. We would stay again!!"
The price is AED 220
AED 1,040 total
includes taxes & fees
5 Oct - 6 Oct
Quaint condo near private beach access with fireplace - close to dining
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.
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Top Chatham Hotel Reviews

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

10/10 Excellent
"Everything was perfect "
Agostinho 2-night trip
Posted 4 days ago
Margaritaville Resort Cape Cod

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