A lake surrounded by autumn-colored trees.

Find Historic Hotels in Southeast Massachusetts

  • 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 Southeast Massachusetts Historic Hotels

Tonight
Sep 10 - Sep 11
Tomorrow
Sep 11 - Sep 12
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Southeast Massachusetts historic hotels

1. Chapter House

Chapter House
Yarmouth Port
United States
JULIE
NT$9,996
NT$11,441 total
includes taxes & fees
Oct 1 - Oct 2
Chapter House

2. Prince Albert Provincetown

Prince Albert Provincetown
Provincetown
United States
Dewitte
NT$5,617
NT$6,428 total
includes taxes & fees
Oct 6 - Oct 7
Prince Albert Provincetown
View all properties

Top Southeast Massachusetts Hotel Reviews

Hyannis Harbor Hotel

Hyannis Harbor Hotel

10/10 Excellent
"This was amazing! From the moment we walked in the lobby we felt so welcome! We booked a king room with a pullout couch for the 5 of us, 2 adults and 3 kids and the woman at the front desk asked if we would prefer 2 queen beds instead bc there was more room for the 5 of us to sleep on. We accepted and we were so grateful. The beds were so comfortable. The people are so polite, beautiful room, AMAZING location! We spent a little more than we wanted on this trip for the room but it was worth it 10000%. My daughter fell and got hurt and an employee asked was asking if she was ok. She said if you need anything please let us know. We walked back to our room and sat my daughter down and decided to call and ask the front desk if they had ice packs and someone brought ice to our room, bandaids and water bottles, and asked if we needed anything else. Staff was amazing! I felt safe here. The only thing I didnt like was that there were so many stairs. There were different levels. That was the only negative thing I have to say about this place! Will definitely be coming back!!!"
Sean 2-night trip
Posted 2 hours ago
Hyannis Harbor Hotel
Harbor Hotel Provincetown

Harbor Hotel Provincetown

10/10 Excellent
"My family love our stay."
Fabricia 1-night trip
Posted 5 hours ago
Harbor Hotel Provincetown
Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"Exceptional"
Thomas 1-night trip
Posted 20 hours ago
Chatham Bars Inn
Bayside Resort Hotel

Bayside Resort Hotel

10/10 Excellent
"The fire pits outside were great!"
Leslie 1-night trip
Posted 23 hours ago
Bayside Resort Hotel
Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

10/10 Excellent
"Have stayed here multiple times, it's our hotel of choice every time we visit Plymouth. Always clean, staff is courteous and always willing to help and we love the close proximity to shops and restaurants. Highly recommend!"
Christopher 2-night trip
Posted 1 day ago
Hotel 1620 Plymouth Harbor
All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham

10/10 Excellent
"Wonderful stay for our girls trip! Would absolutely come back."
Bernice 3-night trip
Posted 2 days ago
All Seasons Resort, Trademark Collection by Wyndham

Explore a world of travel with Expedia