Find Winery Hotels in Chatham, MA

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Top Chatham Winery Hotels

Beach nearby
Chatham Wayside Inn

Chatham Wayside Inn

4.0 star property
Chatham
9.2 out of 10, Wonderful, (592)
"We loved staying here! Our room was spacious, clean, quiet and very well maintained. The hotel is beautiful and a perfect location. "
United States
Beth
Chatham Wayside Inn
Microwave, oven, stovetop, dishwasher
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

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

Chatham
9.6 out of 10, Exceptional, (99)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is AED 342
AED 1,522 total
includes taxes & fees
30 Nov - 1 Dec
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
2 bedrooms, iron/ironing board, WiFi, bed sheets
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham

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

Chatham
8.6 out of 10, Excellent, (26)
"This was a very nice place to stay, the location was perfect. A short walk to town and centrally located on the Cape as a whole. This home had all of the amenities need for a comfortable stay."
United States
Jeffrey A.
The price is AED 749
AED 1,972 total
includes taxes & fees
1 Dec - 2 Dec
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham
View from room
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

3.0 star property
West Yarmouth
9.4 out of 10, Exceptional, (91)
"Great staff, beautiful property"
United States
Margaret
The price is AED 454
AED 519 total
includes taxes & fees
1 Dec - 2 Dec
Uncommoner Hotel by Reverie Boutique Collection
Garden
The Village Inn Cape Cod

The Village Inn Cape Cod

3.5 star property
Yarmouth Port
10.0 out of 10, Exceptional, (222)
"It was so charming, would definitely stay there again! "
United States
Kyle
The price is AED 621
AED 710 total
includes taxes & fees
20 Nov - 21 Nov
The Village Inn Cape Cod
Outdoor dining
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Wellfleet
10.0 out of 10, Exceptional, (74)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
The price is AED 512
AED 1,591 total
includes taxes & fees
19 Nov - 20 Nov
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Fridge, microwave, oven, stovetop
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

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

West Brewster
9.6 out of 10, Exceptional, (50)
"Clean, lots of space, great location"
United States
Jenna M. B.
The price is AED 522
AED 1,939 total
includes taxes & fees
30 Nov - 1 Dec
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Fridge, microwave, stovetop, dishwasher
Quaint condo near private beach access with fireplace - close to dining

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

Dennis Port
9.0 out of 10, Wonderful, (62)
"Very nice, clean, close to the beach. Relaxing, well-cared for and easy to access. "
United States
Debra B.
The price is AED 235
AED 1,075 total
includes taxes & fees
30 Nov - 1 Dec
Quaint condo near private beach access with fireplace - close to dining
Outdoor dining
Cape Cod Villa pond front vacation home, retreat, spa, venue, film location

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

Harwich - Brewster Border
10.0 out of 10, Exceptional, (6)
"Lovely property with attentive hosts "
United States
marian t.
The price is AED 1,570
AED 3,361 total
includes taxes & fees
19 Nov - 20 Nov
Cape Cod Villa pond front vacation home, retreat, spa, venue, film location
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Cape Cod Irish Village

Cape Cod Irish Village

3.5 star property
Hyannis
6.4 out of 10, (1000)
"Plenty of parking space, walking distance to shops & restaurants."
United States
FLOR
The price is AED 406
AED 465 total
includes taxes & fees
30 Nov - 1 Dec
Cape Cod Irish Village
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

Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"Great to have a hotel nearby when the boats are cancelled. Patrick is a great host"
James 1-night trip
Posted 5 days ago
Hyannis Travel Inn

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