Find Winery Hotels in Orleans, MA

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Top Orleans Winery Hotels

Chatham Wayside Inn

4.0 star property
9.2 out of 10, Wonderful, (544)
"Our stay was lovely. The hotel is conveniently located and the staff was wonderful. The location can’t be beat"
$349 nightly
The price is $400
Sep 21 - Sep 22
Total with taxes and fees
Chatham Wayside Inn

Kingfisher Harwich Port

3.0 star property
9.0 out of 10, Wonderful, (34)
"We had a wonderful stay ! The room was clean, comfortable, and well-maintained — everything we needed for a relax stay! "
$177 nightly
The price is $203
Sep 4 - Sep 5
Total with taxes and fees
Kingfisher Harwich Port

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

9.0 out of 10, Wonderful, (22)
"Nice little cabin with a short walk to a private beach. Lots of things to see and many places to eat in the area"
$302 nightly
The price is $346
Sep 14 - Sep 15
Total with taxes and fees
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

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."
$228 nightly
The price is $261
Sep 7 - Sep 8
Total with taxes and fees
Seaside studio with amazing water views & private beach access across the street

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

10.0 out of 10, Exceptional, (73)
"We had an amazing time in Wellfleet enjoying the beaches and this cottage. The location can’t be beat, and communication with our host was easy and pleasant. We’d love to come back!"
$625 nightly
The price is $715
Sep 4 - Sep 5
Total with taxes and fees
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Uncommoner Hotel by Reverie Boutique Collection

3.0 star property
9.2 out of 10, Wonderful, (40)
"Such a nice place to stay for a weekend getaway, we will definitely be back!"
$169 nightly
The price is $193
Sep 7 - Sep 8
Total with taxes and fees
Uncommoner Hotel by Reverie Boutique Collection

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

9.6 out of 10, Exceptional, (97)
"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. "
$424 nightly
The price is $485
Sep 14 - Sep 15
Total with taxes and fees
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

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

9.0 out of 10, Wonderful, (57)
"Great location "
$249 nightly
The price is $285
Sep 8 - Sep 9
Total with taxes and fees
Quaint condo near private beach access with fireplace - close to dining

2021 NEW CONSTRUCTION 3BR 3BA, close to Bike Trail & Beaches. Central AC Eastham

10.0 out of 10, Exceptional, (42)
"Couldn't have asked for a better stay and ease of checkin and checkout. We'll be back if in the area again!"
$839 nightly
The price is $961
Sep 7 - Sep 8
Total with taxes and fees
2021 NEW CONSTRUCTION 3BR 3BA, close to Bike Trail & Beaches. Central AC Eastham

Oceanfront home with private beach, large deck, & washer/dryer - dog-friendly

9.4 out of 10, Exceptional, (11)
"The ocean at our feet!"
$2,326 nightly
The price is $2,662
Sep 7 - Sep 8
Total with taxes and fees
Oceanfront home with private beach, large deck, & washer/dryer - dog-friendly
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 Orleans Hotel Reviews

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