Top 10 Hotels in Florida, MA (from $72) 2026 - Competitive Prices

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Our top choices for Florida hotels

1. Berkshire Mountain Lodge

Pittsfield

Julie

$115 nightly

Nov 25 - Nov 26

Total with taxes and fees

A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

2. Berkshires Untold

Lenox

Shiran

$133 nightly

Nov 3 - Nov 4

Total with taxes and fees

A fire pit with four Adirondack chairs arranged around it, overlooking a snowy landscape with distant mountains.

3. Blue Vista Motor Lodge

North Adams

AMY

$177 nightly

Nov 12 - Nov 13

Total with taxes and fees

A hotel room with a bed, a sofa, a TV, and a desk with a lamp.

4. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Monica

$119 nightly

Nov 17 - Nov 18

Total with taxes and fees

Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.

5. The Porches Inn at Mass MoCA

North Adams

rosalind

$170 nightly

Nov 11 - Nov 12

Total with taxes and fees

A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.

6. The Williams Inn

Williamstown

Yolanda

$217 nightly

Nov 8 - Nov 9

Total with taxes and fees

A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

7. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

South Lee

M S

$143 nightly

Nov 1 - Nov 2

Total with taxes and fees

Two Adirondack chairs facing a river with a forested hill in the background.

8. The Yankee Inn

Lenox

Dan

$96 nightly

Oct 28 - Oct 29

Total with taxes and fees

A fire feature with a metal frame and a brick wall in the background.

9. Fairfield Inn & Suites by Marriott Williamstown

Williamstown

Josh

$144 nightly

Nov 15 - Nov 16

Total with taxes and fees

A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

10. Willows Motel Williamstown

Williamstown

Anuj

$89 nightly

Nov 1 - Nov 2

Total with taxes and fees

A brick building with a green door, white porch chairs, and a pathway lined with pink flowers.

11. The Ellery

Northampton

stephen

$124 nightly

Nov 16 - Nov 17

Total with taxes and fees

A large indoor swimming pool with multiple levels of balconies, surrounded by tables and chairs.

12. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Nicole

A hotel room with a large bed, two bedside tables with lamps, a desk with a chair, and a small window.

13. Howard Johnson by Wyndham Williamstown

Williamstown

Barbara

$100 nightly

Oct 28 - Oct 29

Total with taxes and fees

A lodge with a large building and a dock by a lake, surrounded by forest.

14. The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

Barbara

$110 nightly

Nov 22 - Nov 23

Total with taxes and fees

A large, two-story building with a symmetrical facade, multiple windows, and a central entrance with a covered porch.

15. Harbour House Inn

Cheshire

Virginia

$254 nightly

Oct 28 - Oct 29

Total with taxes and fees

A red building with a stone fire pit and outdoor seating.

16. Grand Summit Resort, A Vail Resorts Property

West Dover

Kevin

$172 nightly

Nov 2 - Nov 3

Total with taxes and fees

A garden with a swing set, a blue chair, and a flower bed.

17. Maple Terrace Motel

Williamstown

yeraldine

$99 nightly

Nov 1 - Nov 2

Total with taxes and fees

18. Hotel Northampton

Northampton

Cindy

$165 nightly

Oct 28 - Oct 29

Total with taxes and fees

A wooden cabin interior with a dining area featuring two white chairs, a table with a coffee pot and a cup, and a view into the kitchen through an open doorway.

19. The Trail in Adams - Berkshires’ Art Hotel

Adams

Susan

$151 nightly

Nov 4 - Nov 5

Total with taxes and fees

A straw hat, sunglasses, and two drinks on a striped towel by a body of water.

20. The Red Lion Inn

Stockbridge

carole

$191 nightly

Nov 23 - Nov 24

Total with taxes and fees

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Stay near popular attractions in and around Florida

Discover the charm of Florida, where adventure meets culture! Explore nature reserves for breathtaking scenery, unwind at local libraries, and engage with the vibrant community at cultural centers. Whether you're seeking outdoor thrills or family-friendly experiences, Florida offers unforgettable memories just waiting to be made.

A building with 'MASS MoCA' written on it, surrounded by greenery and hills.

Massachusetts Museum of Contemporary Art

9.4/10 (246 reviews)

Experience the best of contemporary art at the Massachusetts Museum of Contemporary Art, a vibrant cultural hub in North Adams. With its dynamic exhibitions and engaging programs, this museum offers a unique glimpse into modern creativity. It's only about a 6-mile drive from Florida, making it a convenient stop during your visit.

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A tall, conical tower with a spherical top, surrounded by a grassy field and a stone staircase leading up to it.

Mount Greylock

9.4/10 (180 reviews)

This prominent local landmark is ideal for travelers interested in outdoor adventures and stunning scenery. Mount Greylock offers breathtaking views and a vibrant natural atmosphere, located about 8 miles from Florida. Staying near Mount Greylock provides easy access to a range of recreational opportunities.

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A pedestrian plaza with a crosswalk, trees with autumn foliage, and buildings with commercial signage.

Western Gateway Heritage State Park

8.8/10 (3 reviews)

Perfectly suited for outdoor adventurers, Western Gateway Heritage State Park offers stunning scenery and exciting activities amid nature. Located about 6 miles by car from Florida, this park combines rich history with recreational opportunities, making it a great base for exploring the area's natural beauty.

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Learn more about Florida

Experience the camping, forests, and gardens in Florida!

See all hotels in Florida

A forested area with a waterfall cascading over rocks.

Top Florida Hotel Reviews

Hotel On North

10/10 Excellent

"Very large room and bathroom. Had parking easily accessible, very nice and helpful staff."

The White House Inn

8/10 Good

"A classic Vermont inn. We loved the authenticity and charm, and the hosts were lovely. The room was comfortable but a little rough around the edges. Flooring repairs and a some minor trim work would help. With these few detail improvements, the ambiance would be closer to perfection (if only you could hear Rosemary Clooney's dulcet tones wafting from the dining room below... ) 😉"

Blue Vista Motor Lodge

10/10 Excellent

"The room was very clean and the bed was out of this world comfortable! We were on the second floor and had to go up and down stairs to do anything. We didn’t know there wasn’t an elevator. It was confusing on how to access the sauna and hot tub in the evening so we didn’t use them. The view was superb. The sunrise gave us a warm wake up."

More cheap stays in Florida

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

$65 nightly

$72 total

Nov 19 - Nov 20

Total with taxes and fees

Hotels in Florida with star-rating

Frequently asked questions

What is the best area to stay in Florida?

The best area to stay in Florida, Massachusetts is near the scenic Mohawk Trail, particularly around the small village center.

This area provides convenient access to outdoor activities and the natural beauty of the Berkshire Mountains. You'll find a few local establishments and the general store, making it a functional base for exploring the region. Couples looking for a quiet retreat surrounded by nature will appreciate the peaceful setting.

For those interested in exploring the natural landscape, staying along the Mohawk Trail allows direct access to hiking trails, scenic overlooks, and opportunities for photography.

When is the best time to go to Florida?

The best time to go to Florida is during the spring and fall months, specifically from March to May and September to November.

These periods offer the most pleasant weather conditions, with comfortable temperatures and lower humidity compared to the summer. You'll find it ideal for exploring the state's attractions, from its renowned beaches to its national parks, without the intense heat or the peak crowds.

For travelers looking to enjoy the beaches and outdoor activities comfortably, these shoulder seasons are perfect. The ocean temperatures are inviting for swimming, and the conditions are generally clear for activities like boating, fishing, or simply relaxing by the water.

If you're interested in visiting the theme parks, spring and fall also provide a more enjoyable experience. The cooler temperatures make walking around the parks more manageable, and while there are still crowds, they are typically less dense than during the summer or major holiday periods.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Florida.

How much is the nightly rate at a Florida hotel?

Prices for hotels in Florida often vary, but you can find a great deal from $72 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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Our top choices for Florida hotels

1. Berkshire Mountain Lodge

2. Berkshires Untold

3. Blue Vista Motor Lodge

4. Hotel Downstreet, an Ascend Collection Hotel

5. The Porches Inn at Mass MoCA

6. The Williams Inn

7. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

8. The Yankee Inn

9. Fairfield Inn & Suites by Marriott Williamstown

10. Willows Motel Williamstown

11. The Ellery

12. Holiday Inn & Suites Pittsfield-Berkshires by IHG

13. Howard Johnson by Wyndham Williamstown

14. The Black Swan Lee - Lenox, an Ascend Collection Hotel

15. Harbour House Inn

16. Grand Summit Resort, A Vail Resorts Property

17. Maple Terrace Motel

18. Hotel Northampton

19. The Trail in Adams - Berkshires’ Art Hotel

20. The Red Lion Inn

Stay near popular attractions in and around Florida

Massachusetts Museum of Contemporary Art

Learn more about Florida

Top Florida Hotel Reviews

Hotel On North

More cheap stays in Florida

FairBridge Inn Express

Hotels in Florida with star-rating

Frequently asked questions

Explore a world of travel with Expedia

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