Find Winery Hotels in East Orleans, MA

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Top East Orleans Winery Hotels

Beach nearby
Chatham Wayside Inn
Chatham Wayside Inn
4.0 star property
9.2 out of 10, Wonderful, (574)
"Great hotel, great locatiion"
Susan
$196 nightly
The price is $224
Nov 2 - Nov 3
Total with taxes and fees
Chatham Wayside Inn
Front of property
Kingfisher Harwich Port
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! "
FAINA
$225 nightly
The price is $257
Oct 19 - Oct 20
Total with taxes and fees
Kingfisher Harwich Port
View from room
Uncommoner Hotel by Reverie Boutique Collection
Uncommoner Hotel by Reverie Boutique Collection
3.0 star property
9.2 out of 10, Wonderful, (71)
"Such a nice place to stay for a weekend getaway, we will definitely be back!"
Ashley
$121 nightly
The price is $138
Oct 19 - Oct 20
Total with taxes and fees
Uncommoner Hotel by Reverie Boutique Collection
Garden
The Village Inn Cape Cod
The Village Inn Cape Cod
3.5 star property
10.0 out of 10, Exceptional, (221)
"Jennifer is a wonderful host! Breakfast on the back porch was delicious and a great start to the day. Rooms are comfortable and the back of the house where we were was, is quiet. Highly recommend. "
stephanie
$169 nightly
The price is $193
Nov 9 - Nov 10
Total with taxes and fees
The Village Inn Cape Cod
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
9.6 out of 10, Exceptional, (99)
"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. "
Mike D.
$358 nightly
The price is $409
Oct 19 - Oct 20
Total with taxes and fees
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Beach nearby
Seaside studio with amazing water views & private beach access across the street
Seaside studio with amazing water views & private beach access across the street
8.0 out of 10, Very Good, (5)
"Cute little space with great views and convenient location."
Erin R.
$223 nightly
The price is $255
Oct 19 - Oct 20
Total with taxes and fees
Seaside studio with amazing water views & private beach access across the street
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
9.6 out of 10, Exceptional, (50)
"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."
Scott B.
$454 nightly
The price is $519
Oct 19 - Oct 20
Total with taxes and fees
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Outdoor dining
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
10.0 out of 10, Exceptional, (74)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
Janice H.
$477 nightly
The price is $546
Nov 10 - Nov 11
Total with taxes and fees
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
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
9.0 out of 10, Wonderful, (57)
"Loved our stay in Dennis. The condo was so nice and so clean.. I would certainly consider next summer to revisit. "
Rosemarie P.
$248 nightly
The price is $284
Oct 20 - Oct 21
Total with taxes and fees
Quaint condo near private beach access with fireplace - close to dining
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
8.6 out of 10, Excellent, (26)
"Our family took our first vacation as a family of 3 and the house was perfect!"
Cara A.
$464 nightly
The price is $531
Oct 21 - Oct 22
Total with taxes and fees
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham
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 East Orleans Hotel Reviews

Hampton Inn & Suites Cape Cod-West Yarmouth

Hampton Inn & Suites Cape Cod-West Yarmouth

10/10 Excellent
"Overall, this was a wonderful stay from start to finish. I would absolutely return and recommend it to anyone looking for a relaxing, high-quality hotel experience — and seriously, don’t miss the breakfast lots of choice. From the moment I arrived, the staff were welcoming, attentive, and genuinely helpful — it set the tone for a great stay. Used the laundry facilities too they were good"
Karen 4-night trip
Posted 3 days ago
Hampton Inn & Suites Cape Cod-West Yarmouth

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