Find Historic Hotels in Eastham, MA

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Dec 5 - Dec 6
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Dec 6 - Dec 7
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Dec 5 - Dec 7
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Dec 12 - Dec 14

Top Eastham Historic Hotels

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

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

Chatham
9.6 out of 10, Exceptional, (101)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
$361 nightly
The price is $413
Dec 8 - Dec 9
Total with taxes and fees
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Free daily continental breakfast
Comfort Inn Hyannis - Cape Cod

Comfort Inn Hyannis - Cape Cod

2.5 star property
Hyannis
8.0 out of 10, Very Good, (1000)
"Karla at the front desk was so welcoming and accommodating."
United States
Megan
$98 nightly
The price is $112
Dec 11 - Dec 12
Total with taxes and fees
Comfort Inn Hyannis - Cape Cod
Indoor pool
Courtyard Resort

Courtyard Resort

2.0 star property
Hyannis
8.0 out of 10, Very Good, (39)
"Staff extremely helpful, pleasant. Rooms clean, pool terrific. "
United States
katherine
$109 nightly
The price is $125
Dec 17 - Dec 18
Total with taxes and fees
Courtyard Resort
2 bedrooms, iron/ironing board, WiFi, bed sheets
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham

Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham

Chatham
8.6 out of 10, Excellent, (26)
"This was a very nice place to stay, the location was perfect. A short walk to town and centrally located on the Cape as a whole. This home had all of the amenities need for a comfortable stay."
United States
Jeffrey A.
$460 nightly
The price is $526
Dec 8 - Dec 9
Total with taxes and fees
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham
Fridge, microwave, oven, stovetop
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

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

West Brewster
9.6 out of 10, Exceptional, (50)
"House was perfect for our family reunion! "
United States
Gregg H.
$453 nightly
The price is $518
Dec 7 - Dec 8
Total with taxes and fees
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Exterior
Lotus Provincetown

Lotus Provincetown

2.5 star property
Provincetown
8.8 out of 10, Excellent, (356)
"Very modest room no frills but excellent location easy to walk everywhere came for a weekend and was perfect for an overnight stay"
United States
Lisa
$73 nightly
The price is $83
Jan 5 - Jan 6, 2026
Total with taxes and fees
Lotus Provincetown
Outdoor spa tub
Crowne Pointe Historic Inn & Spa - Adults Only

Crowne Pointe Historic Inn & Spa - Adults Only

4.0 star property
Provincetown
9.2 out of 10, Wonderful, (840)
"Chris at the front desk was amazing, he made our trip. Our room was cozy and the services, complimentary breakfast, wine and cheese hour made the stay wonderful. Easy walking the tie, great location! "
United States
Lisa
$215 nightly
The price is $246
Dec 19 - Dec 20
Total with taxes and fees
Crowne Pointe Historic Inn & Spa - Adults Only
Terrace/patio
Gorgeous waterfront studio w/ beach access sitting on downtown Commercial Street

Gorgeous waterfront studio w/ beach access sitting on downtown Commercial Street

Provincetown
8.8 out of 10, Excellent, (30)
"Clean, nicely appointed, great location."
United States
David C.
$320 nightly
The price is $366
Dec 7 - Dec 8
Total with taxes and fees
Gorgeous waterfront studio w/ beach access sitting on downtown Commercial Street
Interior
Center of Provincetown convenient and spacious

Center of Provincetown convenient and spacious

Provincetown
9.2 out of 10, Wonderful, (80)
"Great location. "
United States
Eddie Z.
$266 nightly
The price is $304
Dec 8 - Dec 9
Total with taxes and fees
Center of Provincetown convenient and spacious
Terrace/patio
Immerse yourself in Ptown's vibrant heart at the center of Commercial Street

Immerse yourself in Ptown's vibrant heart at the center of Commercial Street

Provincetown
9.4 out of 10, Exceptional, (89)
"My friend and I really enjoyed our stay, perfect location for out short stay. We got to really explore PTown and loved the shopping and restaurants. Would stay there again for sure!TY"
United States
Paula N.
$329 nightly
The price is $376
Dec 7 - Dec 8
Total with taxes and fees
Immerse yourself in Ptown's vibrant heart at the center of Commercial Street
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.
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Top Eastham Hotel Reviews

Four Points by Sheraton Eastham Cape Cod

Four Points by Sheraton Eastham Cape Cod

10/10 Excellent
"All was good"
Willam 2-night trip
Posted 7 days ago
Four Points by Sheraton Eastham Cape Cod

Frequently asked questions

What should a history enthusiast expect from a trip to Eastham?
The historical sites in Eastham are likely a big part of your travel plans. While you're in town, you can check out the popular beaches and seafood restaurants.
How many historically relevant hotels are there in Eastham?
Eastham is home to 424 hotel accommodations bookable on Expedia though not many historic hotels to choose from.
What are the most important historical sites and other places to visit in Eastham?
Eastham is notable for landmarks like Nauset Lighthouse, Edward Penniman House and Barn, and The Three Sisters Lighthouses. The beaches and hiking trails highlight the natural beauty with places to discover including Nauset Light Beach, Nauset Beach, and Campground Beach. A couple of additional sights to add to your agenda are Wellfleet Bay Wildlife Sanctuary and Cape Cod National Seashore.
What is a historic hotel like in Eastham?
When you choose a historic hotel, you'll sleep in a building that has an officially recognized national historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be considered a historic hotel as long as it has special significance. Traditional architecture and period features are typically preserved within the guestrooms or public spaces of these historic hotels in Eastham, bringing the history to life.
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 more common in the U.S. though overall the terms are quite similar. The architecture and actual building of historic hotels are generally what's most significant. For a heritage hotel, mainly, it's cultural value as well as how it influenced the community.
Do historic hotels in Eastham have modern facilities?
Hotel interiors feature the modern conveniences and safety features you've come to expect, but every effort is made to preserve the historic aspects and traditions. WiFi, heating and air conditioning, updated bathroom facilities, and the usual amenities found in a hotel will also be available in a historic hotel. Rest assured that when you choose a historic hotel in Eastham, you won't find a place that's uncomfortable or rundown.

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