Ashley Falls Hotel Guide - Ashley Falls Woods hotels in Ashley Falls, United States of America.

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31 Dec - 1 Jan
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1 Jan - 2 Jan
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2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

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Our top choices for Ashley Falls Woods hotels

Wilder House Berkshires Room 3
Wilder House Berkshires

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
5.2 km from Ashley Falls Woods
9.8 out of 10, Exceptional, (41)
"The place is lovely, room is cozy, and the bed is comfy"
United States
Mark
The price is €183
includes taxes & fees
1 Jan - 2 Jan 2026
Wilder House Berkshires
Terrace/patio
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
5.5 km from Ashley Falls Woods
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is €103
includes taxes & fees
1 Jan - 2 Jan 2026
Locust Tree Bed and Breakfast LLC
Library
Blackberry River Inn

Blackberry River Inn

Blackberry River Inn
3.0 star property
10.1 km from Ashley Falls Woods
9.4 out of 10, Exceptional, (166)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is €161
includes taxes & fees
5 Jan - 6 Jan 2026
Blackberry River Inn
John Harney Suite
The White Hart

The White Hart

The White Hart
4.0 star property
10.8 km from Ashley Falls Woods
9.6 out of 10, Exceptional, (144)
"Amazing stay. Incredible staff, attention to detail. Beyond expectations "
United States
Jeanette
The price is €249
includes taxes & fees
4 Jan - 5 Jan 2026
The White Hart
Front of property
Gedney Farm

Gedney Farm

Gedney Farm
3.5 star property
11.6 km from Ashley Falls Woods
9.4 out of 10, Exceptional, (133)
"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."
United States
Lynda
The price is €173
includes taxes & fees
1 Jan - 2 Jan 2026
Gedney Farm
Room 191, 1 Queen Bed, 1 Single Bed, 1 Sofa Bed
The Old Inn On The Green

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
11.4 km from Ashley Falls Woods
9.2 out of 10, Wonderful, (90)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is €313
includes taxes & fees
1 Jan - 2 Jan 2026
The Old Inn On The Green
Lobby
Quality Inn Great Barrington

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
14.8 km from Ashley Falls Woods
8.4 out of 10, Very good, (1000)
"My go to place for my ski weekends"
United States
Ryan
The price is €72
includes taxes & fees
13 Jan - 14 Jan 2026
Quality Inn Great Barrington
Lobby
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
16.4 km from Ashley Falls Woods
9.4 out of 10, Exceptional, (759)
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
United States
Dinh
The price is €128
includes taxes & fees
19 Jan - 20 Jan 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Parlor Suite
9 Academy

9 Academy

9 Academy
4.0 star property
11.1 km from Ashley Falls Woods
9.0 out of 10, Wonderful, (10)
"Nice room. "
South Korea
JeongHoon
The price is €482
includes taxes & fees
13 Jan - 14 Jan 2026
9 Academy
Room, 1 Queen Bed, Non Smoking
Monument Mountain Motel

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
16.3 km from Ashley Falls Woods
9.0 out of 10, Wonderful, (811)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Private kitchen
East Rock Inn

East Rock Inn

East Rock Inn
2.0 star property
14.9 km from Ashley Falls Woods
9.4 out of 10, Exceptional, (36)
"We had a great stay at East Rock Inn! Newly remodeled, clean room, comfortable bed, easy access to town. I will definitely stay there again."
United States
Laura
The price is €127
includes taxes & fees
14 Jan - 15 Jan 2026
East Rock Inn
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
17 km from Ashley Falls Woods
8.8 out of 10, Excellent, (714)
"We stay here every year and it never disappoints "
United States
Elizabeth
The price is €93
includes taxes & fees
25 Jan - 26 Jan 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Seasonal outdoor pool
Little Cat Lodge

Little Cat Lodge

Little Cat Lodge
2.0 star property
16.8 km from Ashley Falls Woods
9.4 out of 10, Exceptional, (66)
"Good sized room with a comfortable bed. Friendly staff and breakfast was nice. The area was rather odd. Far too expensive for what I got but prices were really high the night I stayed. "
United States
kim
Little Cat Lodge
American cuisine
the Alander

the Alander

the Alander
2.5 star property
17 km from Ashley Falls Woods
9.0 out of 10, Wonderful, (193)
"The Alander was a great find! Clean, cozy and super comfortable beds. We loved the complimentary local tea, yogurt and granola. I especially appreciated the maps with local places to explore and the host’s suggestions for activities. I hope I will be able to return in the summer to enjoy the outdoor spaces and the fire pit. Thank you for a great stay!"
United States
Devorah
The price is €133
includes taxes & fees
6 Jan - 7 Jan 2026
the Alander
Individually decorated, individually furnished, desk, laptop workspace
Granville House

Granville House

Granville House
3.0 star property
18.7 km from Ashley Falls Woods
10.0 out of 10, Exceptional, (91)
"Absolutely magical at Christmas time! It was only for a quick overnight but felt like time stood still while we were there. The service was impeccable and Terry and Terri were a delight! I look forward to returning. "
United States
Jennifer
The price is €189
includes taxes & fees
11 Jan - 12 Jan 2026
Granville House
Egyptian cotton sheets, premium bedding, down duvets, minibar
Prospect Berkshires

Prospect Berkshires

Prospect Berkshires
3.0 star property
17.4 km from Ashley Falls Woods
9.6 out of 10, Exceptional, (18)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is €230
includes taxes & fees
4 Jan - 5 Jan 2026
Prospect Berkshires
Porch
Interlaken Inn & Resort

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
15.3 km from Ashley Falls Woods
8.2 out of 10, Very good, (274)
"It is so pretty and the views around the hotel were amazing. "
United States
Noraida
The price is €175
includes taxes & fees
1 Jan - 2 Jan 2026
Interlaken Inn & Resort
Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi
The Little Lion

The Little Lion

The Little Lion
3.0 star property
20 km from Ashley Falls Woods
8.6 out of 10, Excellent, (548)
"Perfect for pets "
United States
Maria
The price is €104
includes taxes & fees
1 Jan - 2 Jan 2026
The Little Lion
In-room safe, desk, free cots/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
18.9 km from Ashley Falls Woods
7.6 out of 10, Good, (565)
"Excellent location!!"
United States
Abdul Samad
The price is €71
includes taxes & fees
2 Jan - 3 Jan 2026
Travelodge by Wyndham Great Barrington Berkshires
Exterior
The Millerton Inn

The Millerton Inn

The Millerton Inn
2.0 star property
18.3 km from Ashley Falls Woods
8.0 out of 10, Very good, (9)
"Beautiful property, only stayed one night for business but it was very nice. Great burger at the restaurant downstairs! Possibly one of the best burgers I’ve ever had!"
United States
Jason
The price is €155
includes taxes & fees
13 Jan - 14 Jan 2026
The Millerton Inn
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.
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Top Ashley Falls Woods Hotel Reviews

the Alander

the Alander

10/10 Excellent
"The Alander was a great find! Clean, cozy and super comfortable beds. We loved the complimentary local tea, yogurt and granola. I especially appreciated the maps with local places to explore and the host’s suggestions for activities. I hope I will be able to return in the summer to enjoy the outdoor spaces and the fire pit. Thank you for a great stay!"
Devorah 1-night trip
Posted 3 days ago
the Alander

Hotels near other Ashley Falls Woods attractions

Bartholomews Cobble

Explore the great outdoors at Bartholomews Cobble, a lovely green space in Sheffield. Make some time to visit the casinos while you're in the area.
See properties

Ashley House

You can learn about the history of Sheffield when you stop by Ashley House. Discover the area's breweries or seek out the hiking trails.
See properties

Frequently asked questions

What's the area like around Ashley Falls Woods?
Ashley Falls Woods is located in Ashley Falls. If you're looking for a convenient place to stay, take a look at the 6 hotels and other accommodation options you'll find within a mile.
What's the best place to stay near Ashley Falls Woods?
Wilder House Berkshires is one of the top choices for your stay based on our traveller data, and this B&B offers free breakfast and free parking. It's located 3.2 mi (5.2 km) from Ashley Falls Woods. Another good option is Locust Tree Bed and Breakfast LLC, located 3.4 mi (5.5 km) away.
How many hotels are there near Ashley Falls Woods?
Expedia has 6 hotels and other accommodation options within a mile from Ashley Falls Woods.
If I need to cancel the hotel reservation for my stay near Ashley Falls Woods, will I receive a refund?
Yes! Most hotel reservations are refundable if you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within 24 hours of your booking. Add dates, click "Search", then you can filter by "fully refundable" to review the best deals available near Ashley Falls Woods.
What can I see and do near Ashley Falls Woods?
Consider spending a leisurely afternoon outside at Bartholomews Cobble, Eddy Field or Lawrence Field. At Washining Lake, Washinee Lake and Edith Scoville Memorial Sanctuary, you can surround yourself with nature. Mount Riga State Park, Taconic Chapel Park and Three Mile Pond Wildlife Management Area are worth a stop while you're in the area.