Find Historic Hotels in Orleans, MA

  • 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 Historic Hotels

Next weekend
12 Jun - 14 Jun
In two weeks
19 Jun - 21 Jun

Our top choices for Orleans historic hotels

Property entrance

Chapter House

Chapter House
3.5 star property
Yarmouth Port
9.2 out of 10, Wonderful, (166 reviews)
"Very friendly and attentive staff! Had a great stay."
United States
Gabby
The price is AED 621
AED 711 total
includes taxes & fees
8 Jun - 9 Jun
Chapter House
Sun loungers

Eastham, Cape Cod - Town Cove Waterfront

Eastham, Cape Cod - Town Cove Waterfront
Eastham
9.0 out of 10, Wonderful, (99 reviews)
"Awesome location, private and peaceful."
United States
Kathy D.
The price is AED 1,010
AED 1,921 total
includes taxes & fees
23 Jun - 24 Jun
Eastham, Cape Cod - Town Cove Waterfront
Sun loungers, beach towels

Pond View~ Abuts conservation and walking trails. There is fishing at the pond

Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Dennis
10.0 out of 10, Exceptional, (132 reviews)
"Very clean and well kept home. We had everything we needed. Will rent again in the future."
United States
Sara
The price is AED 661
AED 845 total
includes taxes & fees
11 Jun - 12 Jun
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Beach

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Dennis
9.6 out of 10, Exceptional, (114 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
The price is AED 515
AED 1,245 total
includes taxes & fees
21 Jun - 22 Jun
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Terrace/patio

★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets

★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets
West Brewster
10.0 out of 10, Exceptional, (27 reviews)
"The cottage is immaculate, has every amenity you would want and the host is very responsive. We absolutely loved our stay!"
United States
Katrina W.
★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets
Smart TV, fireplace, books

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

Starfish Cottage★0.4mi walk Beach & Village★Pet Friendly★Bikes★Fireplace★Firepit
Dennis
9.8 out of 10, Exceptional, (59 reviews)
"Amazing property! Great location - able to walk to restaurants and very close to beaches. We loved that it was on a quiet street and we were able to bring our dog. House was also stocked with a ton of amenities and very much felt like we were right at home! "
United States
Christine G.
The price is AED 867
AED 2,464 total
includes taxes & fees
10 Jun - 11 Jun
Starfish Cottage★0.4mi walk Beach & Village★Pet Friendly★Bikes★Fireplace★Firepit
Terrace/patio

★ WATERFRONT ★ HOT TUB ★ Kayaks & SUP’s ★ Pets OK ★ King bed ★ Dock ★ Big yard

★ WATERFRONT ★ HOT TUB ★ Kayaks & SUP’s ★ Pets OK ★ King bed ★ Dock ★ Big yard
Bass River
10.0 out of 10, Exceptional, (110 reviews)
"Nice quiet neighborhood but close to a lot of different attractions. The home was perfect for our needs."
United States
Ryan T.
The price is AED 1,190
AED 3,048 total
includes taxes & fees
11 Jun - 12 Jun
★ WATERFRONT ★ HOT TUB ★ Kayaks & SUP’s ★ Pets OK ★ King bed ★ Dock ★ Big yard
Beach nearby, sun loungers, beach towels

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

Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location
Dennis
10.0 out of 10, Exceptional, (32 reviews)
"Nice, quiet neighborhood location. "
United States
Jennifer S.
The price is AED 1,223
AED 2,703 total
includes taxes & fees
8 Jun - 9 Jun
Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location
Outdoor dining

**Amazing SALTWATER FRONT on Follins Pond!! ** 4bdrm/2bth

**Amazing SALTWATER FRONT on Follins Pond!! ** 4bdrm/2bth
Yarmouth
10.0 out of 10, Exceptional, (25 reviews)
"We loved this home for a girls weekend away. Thank you Meg! "
United States
Sarah H.
The price is AED 3,655
AED 6,049 total
includes taxes & fees
30 Jun - 1 Jul
**Amazing SALTWATER FRONT on Follins Pond!! ** 4bdrm/2bth
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

Americas Best Value Inn & Suites Hyannis Cape Cod

Americas Best Value Inn & Suites Hyannis Cape Cod

6/10 Okay
"Greatest thing about the room was it’s location and it’s price"
Benjamin 2-night trip
Posted less than an hour ago
Americas Best Value Inn & Suites Hyannis Cape Cod

Explore a world of travel with Expedia

Frequently asked questions

What should I expect on my historical trip to Orleans?
You'll probably want to seek out the historical sites during your vacation in Orleans. While you're here, why not check out the beaches and seafood restaurants?
How many historical hotels are there in Orleans?
In Orleans, there are 329 hotels and other lodging options bookable on Expedia but not many designated as historic hotels.
What are the must-see historical places and other sights to visit in Orleans?
Favorite places to visit include Cape Cod Beaches, Skaket Beach, and Nauset Beach. A couple of additional sights to add to your agenda are Cape Cod National Seashore and Orleans Bowling Center.
What is a historic hotel like in Orleans?
Guests who choose a historic hotel can sleep someplace that has an officially recognized historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be considered a historic hotel as long as it's of special interest. Traditional architecture and period features are typically preserved in the communal spaces and guestrooms of historic hotels in Orleans, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is a term often used in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. but overall the terms are quite similar. The architecture and actual building of historic hotels tend to be the most significant aspect. For a heritage hotel, it's mainly the cultural value and how it shaped the community.
Do historic hotels in Orleans have modern facilities?
Hotels include modern conveniences and safety features you expect to find, though efforts have been made to preserve the historic aspects and traditions. WiFi, heating and air conditioning, updated bathroom facilities, and the normal amenities found in a hotel will also be available in a historic hotel. Rest assured that when you choose a historic hotel in Orleans, you won't find yourself staying at a place that's uncomfortable for guests or simply rundown.