Wooden beach chairs and a wooden staircase on a sandy beach with a hilly background.

Find Hotels with Bar in Orleans, MA from CA $162

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Orleans Hotels with Bar

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Orleans hotels with a bar

An indoor swimming pool with a wooden ceiling, multiple lounge chairs, and a brick floor.

1. Four Points by Sheraton Eastham Cape Cod

Four Points by Sheraton Eastham Cape Cod
3.0 star property
Eastham
8.2 out of 10, Very good, (946 reviews)
"Very nice place and town"
United States
Michelle
The price is CA $171
CA $196 total
includes taxes & fees
Nov 15 - Nov 16
Four Points by Sheraton Eastham Cape Cod
A modern kitchen with a large island, wooden cabinets, a white refrigerator, and pendant lighting.

2. The Villages at Ocean Edge

The Villages at Ocean Edge
3.5 star property
Brewster
8.4 out of 10, Very good, (1,001 reviews)
"Location, very quiet, and reasonable"
United States
Susan
The price is CA $162
CA $250 total
includes taxes & fees
Nov 19 - Nov 20
The Villages at Ocean Edge
A two-story house with a covered porch, a brick pathway leading to the entrance, and a well-maintained lawn.

3. Charm on Main by Ocean Edge

Charm on Main by Ocean Edge
2.0 star property
Sea Pines
9.6 out of 10, Exceptional, (53 reviews)
"Everything was prefect from check in to check out. Jillian and staff are top notch! We loved the breakfast daily, beautiful property that is meticulously kept and location in the cape is excellent! We will be back and thank you for a wonderful stay!!!"
United States
Laura
The price is CA $225
CA $258 total
includes taxes & fees
Oct 29 - Oct 30
Charm on Main by Ocean Edge
A large, red-roofed building with a stone facade, surrounded by well-maintained gardens and a cobblestone driveway.

4. The Mansion at Ocean Edge

The Mansion at Ocean Edge
4.0 star property
Brewster
8.2 out of 10, Very good, (1,002 reviews)
"I enjoyed the spacious room and private balcony. The indoor hot tub and pool were very clean. The food was excellent and the staff was wonderful"
United States
Pamela
The price is CA $264
CA $383 total
includes taxes & fees
Nov 1 - Nov 2
The Mansion at Ocean Edge
A large house with a patio area featuring outdoor furniture and a well-lit garden.

5. Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
Chatham
9.2 out of 10, Wonderful, (760 reviews)
"Amazing stay!!"
Canada
Ashley
The price is CA $238
CA $334 total
includes taxes & fees
Nov 2 - Nov 3
Chatham Wayside Inn
A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.

6. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
5.0 star property
Harwich
9.4 out of 10, Exceptional, (280 reviews)
"Best resort"
United States
Uk Jin
The price is CA $499
CA $611 total
includes taxes & fees
Nov 27 - Nov 28
Wequassett Resort and Golf Club
A wooden deck with a table and two green chairs, overlooking a beach with a fence and a building in the background.

7. The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort
2.5 star property
Dennis Port
8.6 out of 10, Excellent, (338 reviews)
"Nice place"
United States
albert
The price is CA $142
CA $174 total
includes taxes & fees
Oct 28 - Oct 29
The Corsair & Cross Rip Oceanfront Resort
A pathway leading to a beach with boats in the background and a building with a tower.

8. Chatham Bars Inn

Chatham Bars Inn
5.0 star property
Chatham
9.2 out of 10, Wonderful, (874 reviews)
"Amazing property and staff."
United States
Sylvia
The price is CA $542
CA $620 total
includes taxes & fees
Nov 2 - Nov 3
Chatham Bars Inn
A two-story house with a front porch, a mailbox, and a well-maintained garden.

9. Pelham on Earle

Pelham on Earle
3.0 star property
West Harwich
9.4 out of 10, Exceptional, (110 reviews)
"I’ve stayed here multiple times over the last few years and have always loved it. The room is clean, the staff is friendly and it’s just a few steps away from the beach. Will be back for sure !"
United States
Colleen
The price is CA $265
CA $327 total
includes taxes & fees
Oct 28 - Oct 29
Pelham on Earle
An indoor swimming pool with a wooden ceiling, potted plants, and lounge chairs.

10. Bayside Resort Hotel

Bayside Resort Hotel
3.0 star property
West Yarmouth
8.8 out of 10, Excellent, (1,599 reviews)
"We had a great stay!"
United States
Lynn
The price is CA $125
CA $162 total
includes taxes & fees
Nov 15 - Nov 16
Bayside Resort Hotel
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.
View all properties

Top Orleans Hotel Reviews

Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"The front office staff was welcoming and informative. Parking was easy and close to our room. The room was beautifuly decorated and very clean. Due to our off season travel, the restaurant/bar was closed. The pools were open and if so inclined you could go for a dip. Highly recommend this hotel."
Kelly 1-night trip
Posted 4 hours ago
Uncommoner Hotel by Reverie Boutique Collection

Frequently asked questions

Searching for hotels with bars in Orleans?
Orleans offers 332 hotels and other lodging options to choose from, and likely many will have a bar where you can enjoy an evening cocktail after a day out exploring. While you're here, you can check out Skaket Beach and Nauset Beach.
What are the best hotels with bars in Orleans?
Below are some of top hotels with bars in and around Orleans: Margaritaville Resort Cape Cod: Resort with 2 restaurants. Enjoy the 2 poolside bars, free WiFi, and free parking. Bayside Resort Hotel: Enjoy the 2 poolside bars, free breakfast, and free WiFi. Uncommoner Hotel by Reverie Boutique Collection: Hotel with restaurant. Enjoy the 2 bars, free WiFi, and free parking. Lighthouse Inn: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Holiday Inn Express Hyannis Cape Cod by IHG: Resort with 3 restaurants. Enjoy the 3 poolside bars, beach bar, and 3 outdoor pools.
What is there to do in Orleans?
In the area, you can visit Skaket Beach, First Encounter Beach, and Nickerson State Park, then find a cozy spot for a nightcap. Other places to see include Nauset Beach and Cape Cod National Seashore. Orleans is known for its seafood restaurants.
When is the best time to visit Orleans?
Visiting local bars in Orleans is more fun in good weather. These temperatures and rainfall averages can help you choose the best time for bar hopping. The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Orleans is 51 inches.
How can I get to Orleans and around the area?
You might want to make the most of these transportation options in and around Orleans: Fly into Hyannis, MA (HYA-Barnstable Municipal), which is located 17.5 mi (28.2 km) away from the city center. You can also search for flights into Provincetown, MA (PVC-Provincetown Municipal), which is 23 mi (37 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

Explore a world of travel with Expedia