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

Find Hotels with Bar in Orleans, MA from CA $163

  • 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

Tonight
Oct 26 - Oct 27
Tomorrow
Oct 27 - Oct 28
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.
A spacious lobby with a blue patterned carpet, a sofa with blue and white pillows, a glass coffee table, and a blue armchair.
A modern bar area with a central island, bar stools, and hanging pendant lights.
A hotel room with a bed, a desk, a sofa, a window with a view of a pool, and framed pictures on the wall.

1. Four Points by Sheraton Eastham Cape Cod

Four Points by Sheraton Eastham Cape Cod
Eastham
United States
Michelle
CA $171
CA $196 total
includes taxes & fees
Nov 8 - Nov 9
Four Points by Sheraton Eastham Cape Cod
A modern kitchen with a large island, wooden cabinets, a white refrigerator, and pendant lighting.
An outdoor patio with tables and chairs, umbrellas, and a view of the ocean.
A golf course with sand bunkers, trees, and a clear blue sky.
Three children playing in shallow water on a beach.

2. The Villages at Ocean Edge

The Villages at Ocean Edge
Brewster
United States
Susan
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.
A room with a wicker chair, framed botanical prints, and a view of a garden through large windows.
A wooden boardwalk leading to a covered area with a view of the sunset over the ocean.
A spacious indoor dining area with multiple tables and wicker chairs, large windows with decorative plates, and an exit sign.

3. Charm on Main by Ocean Edge

Charm on Main by Ocean Edge
Sea Pines
United States
Laura
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.
A rooftop bar with outdoor seating and a view of the water.
An outdoor bar area with multiple screens displaying sports, surrounded by patrons.
A beach with numerous blue umbrellas and lounge chairs.

4. The Mansion at Ocean Edge

The Mansion at Ocean Edge
Brewster
United States
Pamela
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.
A living room with wicker furniture, a fireplace, and a staircase.
A sandy beach path with a wooden fence leading to the ocean, under a partly cloudy sky.
A garden with a pergola structure, a pathway, and a seating area.

5. Chatham Wayside Inn

Chatham Wayside Inn
Chatham
Canada
Ashley
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.
A dining area with tables set for two, overlooking a body of water with a sailboat.
A sunlit room with a view of the sea, featuring a sofa, a round table, and a chair.
A resort with a swimming pool, beach area, and a large building with a dome structure.

6. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
Harwich
United States
Uk Jin
CA $508
CA $622 total
includes taxes & fees
Nov 11 - Nov 12
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.
A beachside property with a white fence, a staircase leading to a balcony, and a sandy beach.
An aerial view of a coastal resort with a large building featuring a swimming pool, beach access, and a rocky shoreline.
A hotel room with two beds, a dining table with chairs, a TV mounted on the wall, and large windows offering a view of the sea.

7. The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort
Dennis Port
United States
albert
CA $142
CA $174 total
includes taxes & fees
Oct 30 - Oct 31
The Corsair & Cross Rip Oceanfront Resort
A pathway leading to a beach with boats in the background and a building with a tower.
A deck with white Adirondack chairs and a small round table, overlooking a beach and ocean.
An aerial view of a beach with rows of sunbeds and umbrellas, a pier extending into the water, and a small building near the beach.
A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.

8. Chatham Bars Inn

Chatham Bars Inn
Chatham
United States
Sylvia
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.
A hotel room with a bed, a bench, a desk, a microwave, and a television.
A swimming pool with lounge chairs and a covered seating area.
A modern interior with a wooden floor, a blue and white patterned wall, a large painting, and a bar area with a blue marble backsplash.

9. Pelham on Earle

Pelham on Earle
West Harwich
United States
Colleen
CA $265
CA $327 total
includes taxes & fees
Oct 27 - Oct 28
Pelham on Earle
A window with the text "THE MOBY DICK SEAMANS CLUB" and a reflection of lights.
A beachside table with two chairs, a blue umbrella, and a white tablecloth.
A hotel room with a bed, a chair, a table with two glasses of wine, a lamp, and a window with a view of a lake.
A beach scene with a directional signpost and beach chairs.

10. Bayside Resort Hotel

Bayside Resort Hotel
West Yarmouth
United States
Lynn
CA $126
CA $163 total
includes taxes & fees
Nov 8 - Nov 9
Bayside Resort Hotel
View all properties

Top Orleans Hotel Reviews

Holiday Inn Express Hyannis Cape Cod by IHG

Holiday Inn Express Hyannis Cape Cod by IHG

10/10 Excellent
"Room was immaculate. Service was excellent."
Marvin 1-night trip
Posted 3 hours ago
Holiday Inn Express Hyannis Cape Cod by IHG
Blue Rock Resort

Blue Rock Resort

8/10 Good
"We’ve stayed before just a few months ago. Had a lovely time. This time, we were greeted at 7:00 Pm by a 13 year old child who was delightful and intelligent. However, he was 13 and working the front desk. Checked us in. No adult around. The room had a shower head that moved back and forth and actually shifted the water spout below it. The other tenant on the other side of our shower started their shower and made our water freeze while we were in it. There was a person in the AM breakfast who was running the breakfast area and she had her cell phone volume so high that we could hear the people on her phone. It was quite rude since all we heard was that in the breakfast area."
Scott And Tina 1-night trip
Posted 6 hours ago
Blue Rock Resort
Bayside Resort Hotel

Bayside Resort Hotel

8/10 Good
"There is a beautiful view outback, though not all the rooms can see it. “Resort” is a strong word. May be back in the seventies/80s it could be considered a resort. It’s fine, it’s just a little dated. But it’s in a good location to see the whole cape."
Christina 3-night trip
Posted 8 hours ago
Bayside Resort Hotel
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Very clean and nicely decorated rooms. It was a very comfortable stay. Highly recommend this establishment."
Michael 4-night trip
Posted 10 hours ago
Uncommoner Hotel by Reverie Boutique Collection
Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"Amazing property and staff."
Sylvia 3-night trip
Posted 8 days ago
Chatham Bars Inn
Hyannis Plaza Hotel

Hyannis Plaza Hotel

10/10 Excellent
"Relaxing"
Karen 1-night trip
Posted 8 days ago
Hyannis Plaza Hotel

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