Title: Book the Best HISTORIC Hotels in Western Massachusetts in 2026 | Expedia.ca

[Western Massachusetts Travel Guide](https://expedia.ca/Western-Massachusetts.dx6234063)[Hotels in Western Massachusetts](https://expedia.ca/Western-Massachusetts-Hotels.d6234063.Travel-Guide-Hotels)[Vacation Rentals in Western Massachusetts](https://expedia.ca/Western-Massachusetts-Vacation-Rentals.d6234063.Travel-Guide-VacationRentals)[Flights to Western Massachusetts](https://expedia.ca/Cheap-Flights-To-Western-Massachusetts.d6234063.Travel-Guide-Flights)[Western Massachusetts Car Rentals](https://expedia.ca/Car-Rentals-In-Western-Massachusetts.d6234063.Car-Rental-Guide)[Western Massachusetts Vacation Packages](https://expedia.ca/Western-Massachusetts.d6234063.Destination-Travel-Guides)

![A panorama of western Massachusetts from the top of Mount Greylock](https://images.trvl-media.com/place/6234063/25d665be-4bef-4d30-84bb-d5865c866e81.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find Historic Hotels in Western Massachusetts, MA from CA $99

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## Check availability on Western Massachusetts Historic Hotels

Tonight

[Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6234063&startDate=2025-12-27&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=6234063&startDate=2025-12-28&endDate=2025-12-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6234063&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6234063&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Western Massachusetts historic hotels

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/6897a130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Queen Beds (Main Inn)](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/5f2e6b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room (Firehouse)](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/71ef2331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Red Lion Inn

[](https://www.expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information)

Stockbridge

8.8/10

Excellent

(1001)

"Old time charm and hot tub under the stars"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lori

CA $191

CA $275 total

includes taxes & fees

Jan 14 - Jan 15, 2026

[](https://www.expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information)

![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/20000/17900/17876/fe4b5272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/17900/17876/0d0e7da1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony Queen](https://images.trvl-media.com/lodging/1000000/20000/17900/17876/1845c2ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/1000000/20000/17900/17876/080950ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Northampton

[](https://www.expedia.ca/Springfield-Hotels-Hotel-Northampton.h17876.Hotel-Information)

Northampton

9.2/10

Wonderful

(1001)

"Very good stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Richard

[](https://www.expedia.ca/Springfield-Hotels-Hotel-Northampton.h17876.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/19000000/18110000/18101700/18101636/4d56c1cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/19000000/18110000/18101700/18101636/2f8d650f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/19000000/18110000/18101700/18101636/87d31093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/19000000/18110000/18101700/18101636/2153ce93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Springfield Downtown by IHG

[](https://www.expedia.ca/Springfield-Hotels-Holiday-Inn-Express-Springfield-Downtown.h18101636.Hotel-Information)

Metro Center

9.0/10

Wonderful

(1083)

"Great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Desiree

CA $156

CA $177 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Springfield-Hotels-Holiday-Inn-Express-Springfield-Downtown.h18101636.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/1000000/20000/15800/15705/f80f24a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds, Non Smoking, Kitchen (Larger Room, Sofabed, Full Kitchen)](https://images.trvl-media.com/lodging/1000000/20000/15800/15705/0b4f23db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15800/15705/w5754h3835x5y5-e38781aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds, Non Smoking, Kitchen (Larger Room, Sofabed, Full Kitchen)](https://images.trvl-media.com/lodging/1000000/20000/15800/15705/b5bac949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Baldwin Inn & Suites, SureStay Collection by Best Western

[](https://www.expedia.ca/Springfield-Hotels-Regency-Inn-Suites.h15705.Hotel-Information)

West Springfield

7.6/10

Good

(105)

"At the moment breakfast isn’t being served but not a big deal, parking was very easy and close to the entrance not much walking having to be done, staff was very friendly and accommodating the place was very clean and very quiet definitely worth the money in my opinion looking forward to staying again "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Victor

CA $139

CA $159 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/Springfield-Hotels-Regency-Inn-Suites.h15705.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/28000000/27560000/27551700/27551652/0ab8f96e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/28000000/27560000/27551700/27551652/2fdc0476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/28000000/27560000/27551700/27551652/8eb2abf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27560000/27551700/27551652/284a1f2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Inn at Kenmore Hall

[](https://www.expedia.ca/Richmond-Hotels-Inn-At-Kenmore-Hall.h27551652.Hotel-Information)

Richmond

10/10

Exceptional

(27)

"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Margaret

CA $786

CA $862 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Richmond-Hotels-Inn-At-Kenmore-Hall.h27551652.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92010000/92006700/92006650/5ca442e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/93000000/92010000/92006700/92006650/9200d0f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/93000000/92010000/92006700/92006650/e29416c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/93000000/92010000/92006700/92006650/7b43e03b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic downtown house. Unscented products and sustainability practices.

[](https://www.expedia.ca/Northampton-Hotels-Renovated.h92006650.Hotel-Information)

Northampton

10/10

Exceptional

(7)

"We stayed here to move our daughter into Smith, and it was a great property in a beautiful area. Debra was incredibly responsive and helpful and made a stressful time much easier."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lindsay R.

CA $517

CA $941 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/Northampton-Hotels-Renovated.h92006650.Hotel-Information)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/df603ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/6c1e93ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Blue Room](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/a33464ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/d8604c97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Carriage Barn Inn

[](https://www.expedia.ca/Keene-Hotels-The-Elm-City-Carriage-Barn.h38505466.Hotel-Information)

Keene

9.6/10

Exceptional

(165)

"Excellent place!!!! Lovely room that had all I needed!!! The bed was comfortable and the stay was wonderful!!!!!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

natalia

CA $160

CA $174 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Keene-Hotels-The-Elm-City-Carriage-Barn.h38505466.Hotel-Information)

![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1310000/1305400/1305389/f4324d36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/2000000/1310000/1305400/1305389/e9f08f75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1310000/1305400/1305389/1c787a32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1310000/1305400/1305389/3103b1c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Econo Lodge Sturbridge Route 20

[](https://www.expedia.ca/Sturbridge-Hotels-Econo-Lodge-Sturbridge-Route-20.h1305389.Hotel-Information)

Sturbridge

7.0/10

Good

(1002)

"Great people,very nice and friendly. Clean room would stay again "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dennis

CA $89

CA $99 total

includes taxes & fees

Jan 26 - Jan 27, 2026

[](https://www.expedia.ca/Sturbridge-Hotels-Econo-Lodge-Sturbridge-Route-20.h1305389.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/20000000/19820000/19812300/19812250/beddc5d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/20000000/19820000/19812300/19812250/ab7a0a06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/20000000/19820000/19812300/19812250/3f9ce895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/20000000/19820000/19812300/19812250/bee8460a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A European Country Getaway \~ 1930s Stone Cottage In Connecticut!

[](https://www.expedia.ca/North-Granby-Hotels-A-European-Country-Getaway-1930s-Stone-Cottage-In-Connecticut.h19812250.Hotel-Information)

Granby

10/10

Exceptional

(95)

"This was an incredibly beautiful place to spend a restful weekend. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Meagan M.

CA $205

CA $367 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/North-Granby-Hotels-A-European-Country-Getaway-1930s-Stone-Cottage-In-Connecticut.h19812250.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/41000000/40230000/40226600/40226569/fc1c3458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/41000000/40230000/40226600/40226569/cf853f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/41000000/40230000/40226600/40226569/73c9709a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/41000000/40230000/40226600/40226569/dd5fd351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

[](https://www.expedia.ca/Hoosick-Falls-Hotels-Cozy-Ski-Retreat-With-New-Pet-Yard-And-Many-Upgrades-Close-To-3-Ski-Areas.h40226569.Hotel-Information)

Hoosick Falls

9.8/10

Exceptional

(100)

"Quiet and relaxing property "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michelle S.

CA $159

CA $425 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Hoosick-Falls-Hotels-Cozy-Ski-Retreat-With-New-Pet-Yard-And-Many-Upgrades-Close-To-3-Ski-Areas.h40226569.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-01-10&endDate=2026-01-11&regionId=6234063&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true)

## Top Western Massachusetts Hotel Reviews

![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg)

### The Yankee, Trademark Collection by Wyndham

10/10 Excellent

"The bed was very comfortable. The staff was helpful and courteous"

[](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Springfield MA](https://images.trvl-media.com/lodging/1000000/20000/18100/18056/71c77a60_y.jpg)

### La Quinta Inn & Suites by Wyndham Springfield MA

10/10 Excellent

"Clean room and Bed. BUT the TV definitely needs a upgrade. Very small and outdated "

[](https://expedia.ca/Springfield-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Springfield-MA.h18056.Hotel-Information)

![Inn on Boltwood](https://images.trvl-media.com/lodging/3000000/2030000/2027100/2027065/f10073da_y.jpg)

### Inn on Boltwood

10/10 Excellent

"Essence of New England- and very gracious staff"

[](https://expedia.ca/Springfield-Hotels-Inn-On-Boltwood.h2027065.Hotel-Information)

![Hampton Inn & Suites Springfield/Downtown](https://images.trvl-media.com/lodging/11000000/10270000/10260600/10260538/8fe97c17_y.jpg)

### Hampton Inn & Suites Springfield/Downtown

10/10 Excellent

"Breakfast was great and parking lot was clean of snow"

[](https://expedia.ca/Springfield-Hotels-Hampton-Inn-Suites-Springfield-Downtown.h10260538.Hotel-Information)

![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg)

### Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent

"While waiting for our vallet car due to construction. The hotel staff were engaging and had personal conversations with us. Rooms were good and all staff treated us exceptional. Give them an atta boy on proformance"

[](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information)

![Hotel Downstreet, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/73bb1216_y.jpg)

### Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Courteous staff "

[](https://expedia.ca/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information)

![The Red Lion Inn](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg)

### The Red Lion Inn

10/10 Excellent

"Yes"

[](https://expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information)

![Hilton Garden Inn-Springfield, MA](https://images.trvl-media.com/lodging/1000000/900000/892100/892040/2726a1b6_y.jpg)

### Hilton Garden Inn-Springfield, MA

10/10 Excellent

"Great place to stay!"

[](https://expedia.ca/Springfield-Hotels-Hilton-Garden-Inn-Springfield.h892040.Hotel-Information)

![D. Hotel Suites & Spa](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/5f3c4e34_y.jpg)

### D. Hotel Suites & Spa

10/10 Excellent

"Everything was perfect."

[](https://expedia.ca/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information)

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