Greenfield Holiday Rentals, Massachusetts: Private House Rentals

A snow-covered town with a prominent church steeple, red brick buildings, and a clear blue sky.

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Our top choices for Greenfield hotels

An indoor swimming pool with clear water, surrounded by windows with a view of trees.

A breakfast area with a sign reading 'HAPPY BREAKFAST STARTS HERE.'

A beverage cooler with various drinks, a snack display, and a wall with 'TREATS' signage.

A hotel with a large entrance, a sign reading 'Hampton Inn & Suites,' and a parking lot.

1. Hampton Inn & Suites Greenfield

Greenfield

Robert

฿6,461

฿7,217 total

includes taxes & fees

1 Nov - 2 Nov

A modern building with a brick facade and large windows, surrounded by lush greenery and flowers.

A conference room with a long table, six chairs, a projector screen, and a brick wall.

A conference table set for a meeting with chairs and folded red napkins.

A gazebo with a red roof and white walls, surrounded by trees and a brick building.

2. The Inn At Crumpin Fox

Bernardston

Heather

฿3,772

฿4,213 total

includes taxes & fees

1 Nov - 2 Nov

A neatly arranged hotel room with a bed, a chair, a desk, and two framed pictures on the wall.

A living room with a sofa, a coffee table, a television, a fireplace, a cabinet, and a lamp.

A dining area with round tables, chairs, and a patterned carpet.

A living room with a TV, a coffee table, a sofa, a chair, and a lamp.

3. Deerfield Inn

Deerfield

Deborah

฿9,325

฿12,010 total

includes taxes & fees

12 Oct - 13 Oct

A two-story house with a large porch and multiple windows, surrounded by autumn foliage.

A bedroom with a bed, two bedside tables, a window with a view of autumn trees, and wall-mounted sconces.

A modern kitchen with dark cabinetry, a coffee machine, and a built-in stove.

A modern kitchen with a central island, bar stools, a refrigerator, and a dining area with a sofa and a table.

4. Shelburne Springs Hotel

Shelburne

William

฿9,593

฿10,716 total

includes taxes & fees

12 Oct - 13 Oct

A gaming area with arcade machines, a seating area with tables and chairs, and large windows providing natural light.

A hotel room with a dining table, two chairs, a sofa, a small table, a lamp, and a kitchenette.

A hotel room with two beds, a desk, a chair, a TV, and a mirror.

A Red Roof Plus hotel with a modern facade, a parking lot, and a landscaped entrance area.

5. Red Roof Inn PLUS+ South Deerfield – Amherst

South Deerfield

Edward

฿2,994

฿3,345 total

includes taxes & fees

1 Nov - 2 Nov

A bedroom with a geometric-patterned headboard, a bed with a textured white duvet, two pillows, a bedside table with a clock, and a potted plant.

A flat-screen TV mounted on a wall displaying a streaming service interface.

A grassy area with picnic tables and a clock tower.

A large, single-story building with a central entrance and a covered walkway.

6. Windmill Motel Restaurant

Bernardston

Donna

฿4,300

฿4,803 total

includes taxes & fees

12 Oct - 13 Oct

A modern living room with a fireplace, red curtains, and a wooden dining table.

A hotel room with two beds, a dining table with a plate of food, a glass of water, and a bottle of wine.

A modern building with a grid-like facade, multiple balconies, and a spacious courtyard with geometric sculptures.

A modern hotel lobby with a large TV screen displaying the hotel name, red chairs, wooden shelves, and a clock on the wall.

7. Hotel UMass

Amherst

Darrell

฿3,679

฿4,156 total

includes taxes & fees

26 Oct - 27 Oct

A swimming pool area with a hot tub, a no diving sign, and a chair near the pool.

An indoor swimming pool with clear signage, a lifeguard chair, and a no diving warning.

A hotel with a covered entrance, a flag, and a sign indicating a 12-foot clearance.

8. Comfort Inn & Suites Hadley - Amherst

Hadley

John

฿3,963

฿4,427 total

includes taxes & fees

4 Nov - 5 Nov

A modern hotel lobby with a stone wall, a fireplace, a bar area, and seating arrangements.

An outdoor seating area with chairs and tables, a covered patio with string lights, and potted plants.

A modern lounge area with a stone wall, a fireplace, a sofa, and two blue armchairs.

A modern hotel with a brick facade, multiple windows, and a well-lit entrance.

9. Homewood Suites by Hilton Hadley Amherst

Hadley

Rebecca

฿5,196

฿5,804 total

includes taxes & fees

1 Nov - 2 Nov

A two-story house with a red door, green shutters, and a snow-covered front yard.

A group of women in formal attire standing in a garden with a house in the background.

A golf course with a brick pathway, wooden boxes, and a tee box.

A red building with white trim, surrounded by lush greenery and fruit trees.

10. Centennial House

Northfield

Alan

฿6,018

฿6,361 total

includes taxes & fees

13 Oct - 14 Oct

An outdoor seating area with wicker furniture, a fire pit, and decorative lamps.

A conference room with two Dell computers, a large autumn-themed painting, and two wall-mounted lamps.

A hotel room with two beds, a desk with a chair, a TV, and a large window with curtains.

A dining table set with multiple wine glasses, a centerpiece with flowers, and candles.

11. Courtyard by Marriott Hadley Amherst

Hadley

Yuki

฿4,798

฿5,360 total

includes taxes & fees

27 Oct - 28 Oct

A two-story house with a porch, a balcony, and a chimney.

A bedroom with floral wallpaper, a bed, a dresser, a vanity, a chair, and a window with curtains.

A traditional living room with a green sofa, a yellow armchair, a wooden coffee table, and a patterned rug.

A traditional dining room with a wooden table, chairs, and a chandelier.

12. Blooming Inn

Shelburne Falls

Robert

฿2,927

฿4,913 total

includes taxes & fees

4 Nov - 5 Nov

A large, historic building with a prominent tower and a well-lit entrance labeled "Bollywood".

A spacious living room with a fireplace, comfortable seating, and elegant chandeliers.

A modern living room with a sofa, armchairs, a coffee table, and a wine rack.

A long dining table set with white tableware, flanked by windows and a skylight.

13. Inn on Boltwood

Amherst

pam

฿6,911

฿7,719 total

includes taxes & fees

1 Nov - 2 Nov

A room with a bed, a sofa, a coffee table, and a television.

A living room with a round coffee table, a sofa, and a wall art piece.

A dining area with a wooden table set for four, surrounded by chairs.

A spacious living area with a wooden floor, a dining table with chairs, a sofa, and a television mounted on the wall.

14. Black Walnut Inn

North Amherst

Kristen

฿5,875

฿6,563 total

includes taxes & fees

27 Oct - 28 Oct

A spacious lobby with a reception desk, seating area, and a modern ceiling light fixture.

A hotel entrance with a modern design, featuring a prominent entrance canopy and stone pillars.

A spacious lobby with a large flat-screen TV, modern seating, and a large window with a cityscape view.

A hotel room with two beds, a microwave, a coffee maker, and a small kitchenette.

15. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

Timothy

฿4,661

฿5,127 total

includes taxes & fees

8 Nov - 9 Nov

A wooden cabin with a thatched roof, accessible via a wooden walkway with railings.

A wooden log cabin with a snow-covered entrance and a wooden fence in a snowy forest.

A wooden interior with a fireplace, a staircase, and a dining area.

A cozy room with a wooden wall, a red sofa, a small table with a bottle, a book, and a plant.

16. Vikings Villages Resort

Guilford

Cecil

฿6,282

฿7,327 total

includes taxes & fees

12 Oct - 13 Oct

A hotel lobby with a bar area, dining tables, and comfortable seating.

A large, multi-story hotel with a covered entrance and a parking lot.

A hotel room with a bed, a desk, a chair, a television, and framed pictures on the wall.

A lobby with two armchairs, a fireplace, and a framed picture on the wall.

17. Hampton Inn Hadley-Amherst Area

Hadley

Esther

฿4,475

฿4,998 total

includes taxes & fees

29 Oct - 30 Oct

A modern living room with a stone fireplace, a white sofa, a round coffee table, and a green armchair.

A Fairfield by Marriott hotel with a modern entrance, American flags, and a stone facade.

A modern hotel dining area with multiple tables and chairs, pendant lighting, and a view of the city through large windows.

An indoor swimming pool with clear glass walls, a poolside seating area, and a reception desk.

18. Fairfield Inn & Suites Springfield Northampton/Amherst

Northampton

Nancy

฿4,817

฿5,380 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio area with a circular fire pit surrounded by wicker chairs and tables.

A modern kitchen with wooden cabinets, a central island with a fruit bowl, and a breakfast bar.

A modern kitchen with a built-in microwave, stainless steel refrigerator, and a wooden cabinet above the sink.

An indoor swimming pool with clear safety signage, a sunlit area with seating, and a view through large windows.

19. TownePlace Suites by Marriott Hadley Amherst

Hadley

Sarah

฿5,282

฿5,900 total

includes taxes & fees

8 Nov - 9 Nov

A view of a red building by a waterway through a window.

A wooden porch with a sign reading "OLD MILL" above a double door.

A modern living room with a wooden dining table, leather sofa, and a large window.

A bar area with wooden stools, a long counter, and potted plants.

20. Old Mill Inn

Hatfield

John

฿6,018

฿6,722 total

includes taxes & fees

3 Nov - 4 Nov

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Stay near popular Greenfield attractions

A vintage car parked under a brick archway.

Old Greenfield Village

8.0/10 (18 reviews)

Step back in time at Old Greenfield Village, where authentic 19th-century buildings showcase New England life circa 1895. Explore the General Store, blacksmith shop, and ice cream parlour filled with original artefacts.

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A windmill with a red door and window, surrounded by trees and a clear sky.

Energy Park

8.6/10 (17 reviews)

Energy Park combines environmental education with local history, showcasing renewable energy exhibits and a restored 1944 caboose. Explore native gardens or enjoy summer concerts at this free community greenspace.

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Greenfield Beach

8.0/10 (8 reviews)

This natural river swimming area offers a sandy beach and clear waters surrounded by mature shade trees. Families can enjoy picnic areas, athletic courts, and a toddler play area in this serene local retreat.

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Eunice Williams Covered Bridge

This historic covered bridge marks where Eunice Williams was killed during the 1704 Deerfield Massacre. Enjoy the tranquil setting over the Green River while exploring one of Massachusetts' few remaining covered bridges.

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Museum of Our Industrial Heritage

This intimate museum showcases Franklin County's industrial legacy through artefacts from cutlery to textiles, revealing how local ingenuity shaped American manufacturing while connecting past to present.

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Poet's Seat Tower

9.4/10 (24 reviews)

This historic sandstone tower offers panoramic views of Greenfield and the Pioneer Valley from atop Rocky Mountain. Climb the internal staircases at sunset to capture the Connecticut River valley bathed in golden light.

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Griswold Wildlife Sanctuary

This 200-acre sanctuary offers serene woodland trails with interpretive markers explaining local ecosystems. Follow the self-guided tour to spot native wildlife while hiking through diverse Massachusetts habitats.

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Sammy K's Golf

Enjoy a round of golf in Greenfield at Sammy K's Golf. Take some time to visit the shops in this family-friendly area.

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Learn more about Greenfield

Stroll down Main Street to discover charming local shops and the historic Garden Theatre, where live performances still enchant audiences. Nearby, outdoor enthusiasts can hike the Poet's Seat Tower trail for panoramic views or paddle along the serene Deerfield River in neighbouring Deerfield.

See all hotels in Greenfield

Top Greenfield Hotel Reviews

The Ellery

10/10 Excellent

"Clean and elegant design, the staff and atmosphere were warm and inviting. Breakfast was simple and delicious. I wished I could stay longer and would definitely stay again. Best motel in my opinion. They pay attention to detail."

Latchis Hotel

10/10 Excellent

"For being a historic hotel this place was nice. Sound machines in the rooms to make up for being on a busy street. Fan in the room to help with circulation. Historic charm in great walkable downtown location. Parking lot was small but there is additional parking in a city lot and on the street."

Hampton Inn Brattleboro

8/10 Good

"Nice property. Room was nice and clean and Robert at the front desk was great."

Homewood Suites by Hilton Hadley Amherst

10/10 Excellent

"Basically brand new and best of everything"

The White House Inn

10/10 Excellent

"Great place to stay....beautiful. Average food"

Inn on Boltwood

10/10 Excellent

"We had an a very nice stay. Lovely accommodations The staff is top notch. They were always polite, professional and helpful. The grounds are well manicured and lovely. The inn is conveniently located and within walking distance to downtown. We would return."

Hotel UMass

10/10 Excellent

"Very convenient and included parking"

Colonial Motel

8/10 Good

"very convenient and cost was good, as we stay in Brattleboro as our daughter and granddaughter live in Turners Falls Mass. and its only a half hour drive to visit with them."

Hampton Inn & Suites Greenfield

10/10 Excellent

"Staff was helpful and super friendly. Rooms were clean and looked recently renovated. Thank you for a great stay, highly recommended and will return."

More cheap stays in Greenfield

River Valley Inn

20 West St West Hatfield MA

฿2,822

฿3,152 total

1 Nov - 2 Nov

includes taxes & fees

Red Roof Inn PLUS+ South Deerfield – Amherst

9 Greenfield Rd South Deerfield MA

฿2,994

฿3,345 total

1 Nov - 2 Nov

includes taxes & fees

Hotel UMass

1 Campus Center Way Amherst MA

฿3,679

฿4,156 total

26 Oct - 27 Oct

includes taxes & fees

9/10 Wonderful! (1,006 reviews)

Comfort Inn & Suites Hadley - Amherst

400 Russell St Hadley MA

฿3,963

฿4,427 total

4 Nov - 5 Nov

includes taxes & fees

9.2/10 Wonderful! (1,000 reviews)

Quality Inn & Suites Northampton - Amherst

117 Conz St Northampton MA

฿4,104

฿4,584 total

8 Nov - 9 Nov

includes taxes & fees

7.2/10 Good! (1,003 reviews)

Latchis Hotel

50 Main Street Brattleboro VT

฿4,753

฿5,228 total

1 Nov - 2 Nov

includes taxes & fees

8.6/10 Excellent! (1,010 reviews)

Frequently asked questions

What's the best place to stay in Greenfield?

Based on our traveller data, Hampton Inn & Suites Greenfield is one of the top choices for your stay. This hotel offers free breakfast and free parking. Other good choices for your visit to the area are Hotel UMass and Hotel Northampton. See all available top hotels, or vacation rentals in Greenfield.

If I need to cancel my hotel reservation in Greenfield, will I receive a refund?

Yes! Most hotel room reservations are fully refundable if you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Greenfield.

What is the favourite LGBTQ-friendly accommodation in Greenfield?

Hampton Inn & Suites Greenfield is a top LGBTQ-friendly hotel that features free breakfast and free Wi-Fi. See all available hotels listed as LGBTQ-friendly in Greenfield.

What's the best dog-friendly accommodation option in Greenfield?

Hampton Inn & Suites Greenfield is a top hotel for people travelling with their pets, and offers a fitness centre and free WiFi for its human guests. See more pet-friendly hotel accommodations in Greenfield.

What are some accommodation options with pools in Greenfield?

Comfort Inn & Suites Hadley - Amherst: Hotel located near University of Massachusetts Amherst. Features full, an indoor pool and complimentary high-speed (wired) Internet access. View all hotels with pools in Greenfield.

What's it like to stay in Greenfield?

Visitors to Greenfield will definitely enjoy the shopping. Tourists can also enjoy the city's breweries, live music and festivals. In Greenfield, there are 6 hotels and other accommodation options to choose from. Find out more about Greenfield.

What should I see while I'm in Greenfield?

Landmarks like Old Greenfield Village, Eunice Williams Covered Bridge and Poet's Seat Tower might be worth a visit. Natural beauty is on display at Connecticut River, Greenfield Beach and Energy Park. A couple of additional sights to add to your itinerary are Museum of Our Industrial Heritage and Sammy K's Golf. Take a look at what more there is to see and do in Expedia's Greenfield guide.

How can I get around Greenfield?

To venture out into the surrounding area, hop aboard a train at Greenfield Station. If you want to venture out around the area, you may want a rental car in Greenfield for your journey.

What's the seasonal weather like in Greenfield?

The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Greenfield are January, March, November and February, with each month seeing an average of 23 cm of snowfall.

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Book Hotels in Greenfield on Expedia.com

Find hotels in Greenfield, MA from ฿3,152

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Greenfield

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Greenfield hotels

1. Hampton Inn & Suites Greenfield

2. The Inn At Crumpin Fox

3. Deerfield Inn

4. Shelburne Springs Hotel

5. Red Roof Inn PLUS+ South Deerfield – Amherst

6. Windmill Motel Restaurant

7. Hotel UMass

8. Comfort Inn & Suites Hadley - Amherst

9. Homewood Suites by Hilton Hadley Amherst

10. Centennial House

11. Courtyard by Marriott Hadley Amherst

12. Blooming Inn

13. Inn on Boltwood

14. Black Walnut Inn

15. Holiday Inn Express Hotel & Suites Brattleboro by IHG

16. Vikings Villages Resort

17. Hampton Inn Hadley-Amherst Area

18. Fairfield Inn & Suites Springfield Northampton/Amherst

19. TownePlace Suites by Marriott Hadley Amherst

20. Old Mill Inn

Stay near popular Greenfield attractions

Old Greenfield Village

Energy Park

Greenfield Beach

Eunice Williams Covered Bridge

Museum of Our Industrial Heritage

Poet's Seat Tower

Griswold Wildlife Sanctuary

Sammy K's Golf

Learn more about Greenfield

Top Greenfield Hotel Reviews

The Ellery

Latchis Hotel

Hampton Inn Brattleboro

Homewood Suites by Hilton Hadley Amherst

The White House Inn

Inn on Boltwood

Hotel UMass

Colonial Motel

Hampton Inn & Suites Greenfield

More cheap stays in Greenfield

River Valley Inn

Red Roof Inn PLUS+ South Deerfield – Amherst

Hotel UMass

Comfort Inn & Suites Hadley - Amherst

Quality Inn & Suites Northampton - Amherst

Latchis Hotel

Frequently asked questions

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