Two large bronze sculptures of soldiers in combat poses, set against a backdrop of a red brick building and autumn-colored trees.

Search Winery Hotels in Central Massachusetts

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Central Massachusetts Winery Hotels

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

Our top choices for Central Massachusetts hotels with winery

A bar area with a long counter, multiple bar stools, hanging pendant lights, and a bar stocked with bottles.
A modern living room with two sofas, a coffee table, and a dining area with chairs and a table.
A gym with treadmills, a television, and weightlifting equipment.
An indoor swimming pool with clear blue water, surrounded by brick walls and large windows.

1. Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster
Leominster
United States
Erick
£118
includes taxes & fees
27 Sept - 28 Sept
Doubletree by Hilton Hotel Leominster
A hotel with a central entrance, flagpoles, outdoor seating, and a landscaped area.
An indoor swimming pool with clear water, a 3 FT depth marking, and lounge chairs along the side.
A hotel with a covered patio, a stone fountain, and a brick pathway.

2. Comfort Inn & Suites Sturbridge - Brimfield

Comfort Inn & Suites Sturbridge - Brimfield
Sturbridge
United States
Tracy
£99
includes taxes & fees
27 Sept - 28 Sept
Comfort Inn & Suites Sturbridge - Brimfield
A modern kitchen with a buffet setup, including a stove, food display, and various appliances.
A swimming pool with a lifeguard chair, chairs around the pool, and a sign warning of no lifeguard on duty.
A hotel reception area with a reception desk, a waiting area with green chairs, and a glass door entrance.
A hotel room with a bed, desk, chair, TV, and a view of the outdoors.

3. SpringHill Suites by Marriott Boston Devens Common Center

SpringHill Suites by Marriott Boston Devens Common Center
Harvard
United States
Maureen
£143
includes taxes & fees
27 Sept - 28 Sept
SpringHill Suites by Marriott Boston Devens Common Center
An indoor pool area with a wooden deck, lounge chairs, and a small island with a pool.
A cozy living room with a stone fireplace, green upholstered sofas, and a Christmas wreath on the door.
A rustic dining area with wooden tables and chairs, exposed beams, and warm lighting.

4. Sturbridge Host Hotel & Conference Center

Sturbridge Host Hotel & Conference Center
Sturbridge
United States
Lauren
£89
includes taxes & fees
24 Sept - 25 Sept
Sturbridge Host Hotel & Conference Center
A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.
A hallway with wooden flooring, a black console table, a staircase with white railings, and a door leading to a kitchen area.
A red door with a white frame, two wall-mounted lights, and a welcome mat with a striped design.
A dining area with a wooden table and chairs, a central decorative piece, and large windows with curtains.

5. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
United States
Harmony F.
£371
includes taxes & fees
14 Sept - 15 Sept
Spacious 4-bedroom with four and half bathrooms
A grassy outdoor area with a hammock, chairs, and a stone wall.
A bedroom with a bed, a chair, a small table with a lamp, a door, and a wall-mounted shelf with a sign.
A cozy living room with a dining table, a sofa, and a chair. There is a lamp on the table and another on a side table.
A spacious living area with a wooden staircase, a dining table with chairs, a rocking chair, and a sofa.

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

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Ware
United States
Andrew
£148
includes taxes & fees
14 Sept - 15 Sept
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
A wooden bench and a small wooden bridge in a natural setting with greenery and a stream.
A tent, a playhouse, and a swing set in a grassy area with trees in the background.
A modern kitchen with stainless steel appliances, white cabinetry, and a dining area with a table and chairs.
A compact living space with a sofa, armchairs, a dining table, a refrigerator, and a window with sheer curtains.

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

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
Brimfield
United States
Pamela L.
£156
includes taxes & fees
13 Sept - 14 Sept
Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8
An outdoor patio with white chairs and tables, a central fire feature, and string lights.
A hotel with a sign reading "D. HOTEL & SUITES" on the facade.
A hotel room with a striped sofa, a bed with a decorative headboard, a large wall painting, and a sunburst light fixture.
A bedroom with a four-poster bed, a leather sofa, a wooden coffee table, and a view of greenery through the window.

8. D. Hotel Suites & Spa

D. Hotel Suites & Spa
Holyoke
United States
Kerri
£105
includes taxes & fees
13 Sept - 14 Sept
D. Hotel Suites & Spa
A multi-story hotel with a prominent "Hotel Northampton" sign, featuring a classic architectural style with a brick facade and multiple windows.
An outdoor cafe with tables and chairs, surrounded by hanging flower baskets and a brick building in the background.
A hotel room with a desk, chair, lamp, and a large mirror. There is a staircase leading to an outdoor area with a railing.
A hotel room with two beds, a TV, a desk, and a chair.

9. Hotel Northampton

Hotel Northampton
Northampton
United States
steven
£102
includes taxes & fees
13 Sept - 14 Sept
Hotel Northampton
An indoor swimming pool with clear water, marked lanes, and white lounge chairs.
A hotel room with two beds, each with white linens and a brown headboard. There are two bedside tables with lamps, a TV mounted on the wall, and a red and white checkered carpet.
A reception area with a dark wood reception desk, a rug, and a wall sign that reads "Comfort Inn & Suites".
A multi-story building with a covered entrance and a sign indicating a clearance of 13 feet.

10. Comfort Inn & Suites Dayville - Killingly Industrial Park

Comfort Inn & Suites Dayville - Killingly Industrial Park
Dayville
United States
Charles
£109
includes taxes & fees
20 Sept - 21 Sept
Comfort Inn & Suites Dayville - Killingly Industrial Park
View all properties

Top Central Massachusetts Hotel Reviews

Explore a world of travel with Expedia