Find Historic Hotels in Western Massachusetts, MA

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 Western Massachusetts Historic Hotels

Our top choices for Western Massachusetts historic hotels

Outdoor pool, sun loungers
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1002)
"The room was very clean. The bed, linens & towels were exceptional. All of the staff were wonderful. "
United States
Joyce
The price is NT$4,679
NT$6,620 total
includes taxes & fees
Jan 14 - 2026/1/15
The Red Lion Inn
2 restaurants, breakfast, lunch, dinner served; American cuisine
Hotel Northampton

Hotel Northampton

Hotel Northampton
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1000)
"Beautiful historic property with great dining options."
United States
Mark
Hotel Northampton
Exterior
Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Springfield Downtown by IHG
2.5 star property
Metro Center
9.0 out of 10, Wonderful, (1077)
"Great stay"
United States
Desiree
The price is NT$3,556
NT$4,034 total
includes taxes & fees
Dec 22 - Dec 23
Holiday Inn Express Springfield Downtown by IHG
Reception
Baldwin Inn & Suites, SureStay Collection by Best Western

Baldwin Inn & Suites, SureStay Collection by Best Western

Baldwin Inn & Suites, SureStay Collection by Best Western
2.5 star property
West Springfield
7.6 out of 10, Good, (103)
"Clean room, friendly staff, good mattress. Not fancy or plush, but perfect for a one or two night place to land while attending events at the Big E. "
United States
Kim
The price is NT$3,162
NT$3,619 total
includes taxes & fees
Dec 21 - Dec 22
Baldwin Inn & Suites, SureStay Collection by Best Western
Lobby
Inn at Kenmore Hall

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (27)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
The price is NT$17,937
NT$19,677 total
includes taxes & fees
Dec 16 - Dec 17
Inn at Kenmore Hall
Free daily continental breakfast
The Carriage Barn Inn

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (165)
"Excellent place!!!! Lovely room that had all I needed!!! The bed was comfortable and the stay was wonderful!!!!!!"
United States
natalia
The price is NT$3,975
NT$4,313 total
includes taxes & fees
Dec 29 - Dec 30
The Carriage Barn Inn
Standard Room, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board
Econo Lodge Sturbridge Route 20

Econo Lodge Sturbridge Route 20

Econo Lodge Sturbridge Route 20
2.0 star property
Sturbridge
7.0 out of 10, Good, (1002)
"Great people,very nice and friendly. Clean room would stay again "
United States
Dennis
The price is NT$2,044
NT$2,284 total
includes taxes & fees
Jan 13 - 2026/1/14
Econo Lodge Sturbridge Route 20
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 Western Massachusetts Hotel Reviews

Hampton Inn & Suites Springfield/Downtown

Hampton Inn & Suites Springfield/Downtown

10/10 Excellent
"Price, location and personnel "
Christine 4-night trip
Posted 17 hours ago
Hampton Inn & Suites Springfield/Downtown

Explore a world of travel with Expedia