Find Historic Hotels in South Orleans, MA

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Check availability on South Orleans Historic Hotels

Tonight
3 Aug - 4 Aug
Tomorrow
4 Aug - 5 Aug
Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug

Top South Orleans Historic Hotels

Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!
Exterior

Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!

10.0 out of 10, Exceptional, (99)
"Place was amazing! Host was so great and very helpful. Location was fantastic. Can’t wait to come back to Chatham and stay here! "
The price is AED 2,020
AED 3,603 total
includes taxes & fees
12 Aug - 13 Aug
Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Microwave, oven, stovetop, dishwasher

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

9.6 out of 10, Exceptional, (96)
"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. "
The price is AED 1,403
AED 3,092 total
includes taxes & fees
25 Aug - 26 Aug
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Eastham, Cape Cod - Town Cove Waterfront
Sun loungers

Eastham, Cape Cod - Town Cove Waterfront

9.0 out of 10, Wonderful, (89)
"Great place to stay close to everything, definitely planning to stay there again next summer."
The price is AED 744
AED 1,574 total
includes taxes & fees
10 Aug - 11 Aug
Eastham, Cape Cod - Town Cove Waterfront
★Waterfront & on Bike Path★ Firepit ★ Private beach★Bikes★Kayaks💥Sunsets
Dining

★Waterfront & on Bike Path★ Firepit ★ Private beach★Bikes★Kayaks💥Sunsets

10.0 out of 10, Exceptional, (21)
"Incredible memories made here we definitely want to come back. My partner, mother, and two kids had an incredible time with the water, the trails, the little beach. The style and comfort is amazing and the place is very clean. Couldn’t have been happier thank you so much!"
The price is AED 2,935
AED 5,011 total
includes taxes & fees
31 Aug - 1 Sep
★Waterfront & on Bike Path★ Firepit ★ Private beach★Bikes★Kayaks💥Sunsets
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (45)
"Everything was great clean beautiful house as advertised "
The price is AED 1,612
AED 3,570 total
includes taxes & fees
1 Sep - 2 Sep
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Starfish Cottage★0.4mi walk Beach & Village★Pet Friendly★Bikes★Fireplace★Firepit
Fridge, microwave, oven, stovetop

Starfish Cottage★0.4mi walk Beach & Village★Pet Friendly★Bikes★Fireplace★Firepit

9.8 out of 10, Exceptional, (56)
"Great location. Easy access to shopping and restaurants. Owner very accomodating and friendly!!"
The price is AED 1,249
AED 2,833 total
includes taxes & fees
1 Sep - 2 Sep
Starfish Cottage★0.4mi walk Beach & Village★Pet Friendly★Bikes★Fireplace★Firepit
Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location
Beach nearby, sun loungers, beach towels

Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location

9.8 out of 10, Exceptional, (29)
"Nice, quiet neighborhood location. "
The price is AED 327
AED 1,379 total
includes taxes & fees
11 Aug - 12 Aug
Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Fridge, microwave, oven, stovetop

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

8.8 out of 10, Excellent, (20)
"This is a beautiful cozy cottage, perfect for a small family. Centrally located on the Cape close to a lot of sights and attractions. There is a beach and restaurant within walking distance. My granddaughters and I had a great stay this summer."
The price is AED 441
AED 1,636 total
includes taxes & fees
28 Aug - 29 Aug
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Interior

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

9.0 out of 10, Wonderful, (41)
"Location was unmatched! Easy beach access and activities all around."
The price is AED 610
AED 1,880 total
includes taxes & fees
17 Aug - 18 Aug
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio
Outdoor spa tub

WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio

10.0 out of 10, Exceptional, (89)
"Nice property, outside could use some attention. Inside was very nice. Host was very attentive and helpful. "
The price is AED 1,506
AED 3,140 total
includes taxes & fees
2 Sep - 3 Sep
WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio
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 South Orleans Hotel Reviews

Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

10/10 Excellent
"This was a one night stop on my way to somewhere else, and it was perfect. The room was very clean, staff was extremely helpful, and check-in was really easy. The bed was extremely comfortable, something I was not expecting"
Nancy 1-night trip
Posted 2 days ago
Holiday Hill Inn & Suites

Frequently asked questions

What should a history enthusiast expect from a trip to South Orleans?
A trip to the historical places in South Orleans is likely at the top of your sightseeing list. You can also explore all there is to see and do such as the seafood restaurants and beaches
How many historical hotels will I find in South Orleans?
South Orleans is home to 41 hotel accommodations bookable on Expedia though you won't find many designated historic hotels.
What are the must-see historical places and other sights in South Orleans?
A favorite place to visit is Cape Cod Beaches. You'll also find Nickerson State Park and Skaket Beach in the area.
What is a historic hotel like in South Orleans?
By choosing a historic hotel, you can sleep in a place that has an official historic designation. A castle, stately home, palace or even a pub, lodge, old police station, or skyscraper can be considered a historic hotel as long as it's of special interest. Traditional architecture and period features can be admired in the guestrooms or communal spaces of historic hotels in South Orleans, giving a real sense of character.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is a term often used in the U.S. though overall the terms are quite similar. The building and architecture of historic hotels tend to be what's most important. For a heritage hotel, it's mainly the cultural value as well as how it influenced the community.
Do historic hotels in South Orleans have modern facilities?
Yes, every effort is made to preserve historic facades and treasured traditions, while interiors have safety features and modern conveniences. Visitors can expect the usual amenities from a contemporary hotel such as Smart TVs, WiFi, and updated bathroom facilities. When you book a historic hotel in South Orleans, it doesn't mean you're picking a place that's rundown or uncomfortable for guests.