Top Vacation Homes in Hampden County in 2026

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A sign for Springfield Museums arching over a brick building with multiple windows.

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Our top choices for Hampden County vacation homes

A circular stone arrangement in a forested area with trees and greenery around.

1. Experience Three Sisters Sanctuary in Goshen, MA

Goshen

Ryan B.

A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.

2. Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

Brimfield

Gregory C.

AED 718 total

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

3. Spacious 4-bedroom with four and half bathrooms

Worcester

Mike O.

AED 1,799 total

includes taxes & fees

16 Nov - 17 Nov

A dining area with a wooden table, chairs, and a ceiling fan.

4. A Cozy Berkshire Escape l Close to the Slopes

Great Barrington

Kelly B.

AED 1,106 total

includes taxes & fees

16 Nov - 17 Nov

A grassy area with four striped lawn chairs and a small round table, overlooking a calm lake with a dock and a small boat.

5. Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore

Spencer

GALE L.

A house with a porch, a garden with pink flowers, and a stone wall along the road.

6. Big farmhouse in the foothills of the Berkshires

Russell

Dale B.

AED 1,270 total

includes taxes & fees

15 Nov - 16 Nov

A living room with two sofas, a coffee table, and a potted plant.

7. Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Boston Road

Nicholas T.

AED 1,367 total

includes taxes & fees

15 Nov - 16 Nov

A grassy outdoor area with a hammock, chairs, and a stone wall.

8. Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Ware

theresa H.

AED 679 total

includes taxes & fees

15 Nov - 16 Nov

A white building with a porch and a stone border.

9. Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

Somers

John

AED 1,266 total

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with granite countertops, wooden cabinets, and a stainless steel refrigerator.

10. Adorable 3-bedroom 2-bath House in quiet, safe, kid/pet friendly neighborhood.

Enfield

Carly G.

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Top reviews in Hampden County

A wooden interior with a dining table and chairs, a refrigerator, and shelves with glassware.

Trainmasters Inn

Palmer

10/10 Excellent

Anonymous traveler

A Fairfield Inn & Suites by Marriott hotel with a modern design, a covered entrance, and landscaped areas.

Fairfield Inn & Suites Springfield Holyoke

Holyoke

10/10 Excellent

This hotel is great! The location is right off the highway, making it convenient to get to many areas quickly, using I91 or Riverdale Rd. Breakfast is good, standard hotel food, but fresh. Hot coffee, tea, cocoa available all day and night in the lobby. The lobby is big and a nice area to sit and visit or to just get out of your room for a while. The mall is down the street, and Cracker Barrel, is behind the hotel, McDonalds, and Dunkin’ Donuts in front off. We stay here every time we are in...

Diane

An outdoor patio area with seating, a fire feature, and a view of the building's exterior.

Courtyard by Marriott West Springfield

West Springfield

10/10 Excellent

Michael

A modern lounge area with sofas, a pool table, and a unique chandelier.

Blue A Modern Hotel, an Ascend Collection Hotel

West Springfield

10/10 Excellent

Julian

Tru by Hilton Chicopee Springfield

Chicopee

10/10 Excellent

Tynisa

An indoor swimming pool with blue walls, large windows, and several lounge chairs.

Hampton Inn Chicopee/Springfield

Chicopee

10/10 Excellent

Lisa

An outdoor patio area with a pergola, seating, and a barbecue station.

Homewood Suites by Hilton Holyoke-Springfield/North

Holyoke

10/10 Excellent

Karen

A bar area with wooden tables and chairs, a central bar counter with taps, and a brick wall with shelves of bottles and glasses.

MGM Springfield

Metro Center

10/10 Excellent

PATRICK

A cozy room with a bed, breakfast area, and a wall with Alice in Wonderland-themed decor.

Naomi's Inn Bed & Breakfast

Liberty Heights

10/10 Excellent

Natalie

An indoor swimming pool with tiled flooring, metal railings, and multiple seating areas with chairs and tables.

Hilton Garden Inn-Springfield, MA

South End

10/10 Excellent

This is the best Hilton I’ve have stayed in. The decor was delightful, the staff was very friendly and made you feel like you were friends. I will definitely stay again and refer other people too. My room was spotless thanks to their great housekeeping. Please remind guests to not forget housekeeping if it wasn’t for them my stay would not of been as wonderful. Thanks again for your wonderful employees.

Colleen