Find Historic Hotels in Wellfleet, MA

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Check availability on Wellfleet Historic Hotels

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Dec 8 - Dec 9
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Dec 9 - Dec 10
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Top Wellfleet 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.
$366 nightly
The price is $419
Dec 10 - Dec 11
Total with taxes and fees
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
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 9 - Dec 10
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 9 - Dec 10
Total with taxes and fees
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Pelham King Bunk Suite + Balcony | Premium bedding, iron/ironing board, free WiFi, bed sheets
Pelham on Main

Pelham on Main

2.5 star property
West Dennis
8.6 out of 10, Excellent, (401)
"Would definitely stay again! Staff is welcoming, area is quiet and convenient. Renovated rooms are also a plus. 10/10."
United States
Nate
$193 nightly
The price is $221
Dec 18 - Dec 19
Total with taxes and fees
Pelham on Main
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)
"The place was adorable and the location was perfect. We could walk to the beach, to an amazing little bakery and it gave us great access to our weekend of wedding events.Irene had suggested sunset at Mayflower Beach and it was spectacular. We will be back in the future."
United States
Natalie D.
$643 nightly
The price is $736
Jan 1 - Jan 2, 2026
Total with taxes and fees
Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location
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
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 9 - Dec 10
Total with taxes and fees
Gorgeous waterfront studio w/ beach access sitting on downtown Commercial Street
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
$234 nightly
The price is $268
Dec 19 - Dec 20
Total with taxes and fees
Crowne Pointe Historic Inn & Spa - Adults Only
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 9 - Dec 10
Total with taxes and fees
Immerse yourself in Ptown's vibrant heart at the center of Commercial Street
Exterior
The Revere Guest House

The Revere Guest House

3.5 star property
Provincetown
9.2 out of 10, Wonderful, (838)
"Welcoming host, convenient location and good communication. Well kept property and the room was cute, as described. Yummy free breakfast and great amenities. We would definitely stay here again!"
United States
Danielle
$131 nightly
The price is $150
Dec 9 - Dec 10
Total with taxes and fees
The Revere Guest House
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 Wellfleet Hotel Reviews

Chatham Wayside Inn

Chatham Wayside Inn

10/10 Excellent
"Loved it. Will be back. "
Robert 1-night trip
Posted 4 days ago
Chatham Wayside Inn

Frequently asked questions

What can a history buff expect from a stay in Wellfleet?
You'll probably want to seek out the historical sites while you're staying in Wellfleet. While you're here, why not check out the beaches and seafood restaurants?
How many historical hotels are there in Wellfleet?
In Wellfleet, there are 340 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 Wellfleet?
Wellfleet is notable for landmarks like Wellfleet Preservation Hall, Uncle Tim's Bridge, and White Cedar Swamp. Cultural venues include Wellfleet Harbor Actors Theater, Wellfleet Historical Society Museum, and Wellfleet Cinemas. A couple of additional sights to add to your agenda are Cape Cod National Seashore and Cahoon Hollow Beach.
What is a historic hotel like in Wellfleet?
A guest who chooses a historic hotel has an opportunity to stay in a building recognized with a national historic designation. Historic hotels throughout the world come in all forms like palaces, castles, stately homes or even lodges, pubs, or skyscrapers. These types of hotels in Wellfleet typically retain original elements such as period features or traditional architecture within the guestrooms or public spaces.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, while "historic hotel" is a term often used in the U.S. but overall the terms are quite similar. The physical building and architecture of historic hotels are generally the most significant aspect. For a heritage hotel, mainly, it's cultural value and how it shaped the community.
Do historic hotels in Wellfleet have modern facilities?
Hotel interiors feature the modern conveniences and safety features you might expect, though efforts have been made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the popular amenities found in a hotel should be available at a historic hotel. When you choose a historic hotel in Wellfleet, don't worry that you'll be staying at a place that's uncomfortable for guests or simply rundown.

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