Stephentown Hotels from S$89

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Top 10 trending Stephentown hotels

Our top choices for Stephentown hotels

Gardner Farm Inn

3.5 star property
10.0 out of 10, Exceptional, (195)
"John was an incredibly welcoming host. He provided helpful recommendations for local attractions along with a great breakfast! The B&B has a great deal of character and charm."
The price is S$209
includes taxes & fees
30 Sept - 1 Oct
Gardner Farm Inn

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (129)
"The inn has an excellent location and amenities."
Devonfield Inn B&B

Hotel On North

3.5 star property
9.6 out of 10, Exceptional, (772)
"Hotel on North punches above its weight. It's a great hotel in an OK downtown. "
The price is S$228
includes taxes & fees
28 Sept - 29 Sept
Hotel On North

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (505)
"Great hotel, staff and restaurant!"
The price is S$300
includes taxes & fees
23 Sept - 24 Sept
The Williams Inn

Inn at Silver Maple Farm

3.0 star property
9.8 out of 10, Exceptional, (94)
"What a wonderful one-night stay on the July 4th weekend. It’s a beautiful, comfortable inn with lovely hosts. Also in a great location, set back from a fairly busy country road with several good food options nearby, and charming villages and towns to tour. Highly recommend. "
The price is S$301
includes taxes & fees
23 Sept - 24 Sept
Inn at Silver Maple Farm

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (98)
"Well-run and elegant property. "
The price is S$577
includes taxes & fees
23 Sept - 24 Sept
The Inn at Stockbridge

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (40)
"Hotel was clean, the rooms had good space, the breakfast was excellent and the team there was very friendly and accommodating "
The price is S$182
includes taxes & fees
24 Sept - 25 Sept
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

33 Main

4.0 star property
10.0 out of 10, Exceptional, (71)
"33 Main is the best of everything. We have stayed at the location twice and loved each experience. The breakfast is delicious, accommodations are beautifully curated, and it’s perfectly located in Lenox. Highly recommend and we will be back! "
The price is S$870
includes taxes & fees
8 Oct - 9 Oct
33 Main

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (574)
"Excellent place. Bountiful view. "
The price is S$199
includes taxes & fees
29 Sept - 30 Sept
Maple Terrace Motel

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (160)
"Inn was gorgeous and staff exceptional!"
Brook Farm Inn

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (422)
"Great hotel, lovely pool and hot tub. We got upgraded to a suite!"
The price is S$299
includes taxes & fees
25 Sept - 26 Sept
The Porches Inn at Mass MoCA

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (52)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
The price is S$349
includes taxes & fees
23 Sept - 24 Sept
Harbour House Inn

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (426)
"Very casual and easy check in and out; lovely and substantial breakfast"
The price is S$230
includes taxes & fees
23 Sept - 24 Sept
Shaker Mill Inn

Courtyard by Marriott Albany Troy/Waterfront

3.0 star property
9.2 out of 10, Wonderful, (816)
"Loved that great food options and bar were Right there and on the waterway."
The price is S$192
includes taxes & fees
28 Sept - 29 Sept
Courtyard by Marriott Albany Troy/Waterfront

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
9.2 out of 10, Wonderful, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
The price is S$481
includes taxes & fees
6 Oct - 7 Oct
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (369)
"ease of late check in. Super comfortable room."
Chambery Inn

The Morgan State House

3.5 star property
9.2 out of 10, Wonderful, (524)
"So far this place has been outstanding. I highly recommend staying here to anyone. "
The price is S$261
includes taxes & fees
12 Oct - 13 Oct
The Morgan State House

Renaissance Albany Hotel

3.5 star property
9.2 out of 10, Wonderful, (956)
"The entire stay was wonderful "
The price is S$296
includes taxes & fees
12 Oct - 13 Oct
Renaissance Albany Hotel

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (645)
"We always stay at the Garden Inn when visiting the Berkshires."
The price is S$228
includes taxes & fees
25 Sept - 26 Sept
Hilton Garden Inn Lenox Pittsfield

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (574)
"Fabulous place"
The price is S$231
includes taxes & fees
30 Sept - 1 Oct
Courtyard by Marriott Lenox Berkshires
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 Stephentown Hotel Reviews

More cheap stays in Stephentown

More cheap stays in Stephentown

Frequently asked questions

Where is the best place to stay in Stephentown?

Located 19.3 mi (31 km) from the heart of Stephentown, Hyatt Place Albany/Downtown is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Vacation Village in the Berkshires and Hampton Inn & Suites Albany-Downtown. See all available top hotels, or vacation rentals in Stephentown.

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

Yes! Most room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you have a non-refundable reservation, you might be able to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Stephentown.

What's the best dog-friendly place to stay in Stephentown?

Berkshire Mountain House is a top dog-friendly B&B, and offers a rooftop terrace along with free WiFi for its human guests. See more pet-friendly hotel accommodations in Stephentown.

What are some accommodation options with pools in Stephentown?

Vacation Village in the Berkshires: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool and free self parking. Berkshire Mountain Lodge and Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG are a couple of other choices that offer an on-site pool. View all hotels with pools in Stephentown.

How is it to stay in Stephentown?

Visitors can enjoy all that Stephentown has to offer, including the ski areas and restaurants. In Stephentown, there are 13 hotels and other accommodation options to choose from. Find out more about Stephentown.

What should I see while I'm in Stephentown?

A couple of favourite places to visit are Zema's Nursery and Taconic Ridge State Forest. You'll also find Jiminy Peak Mountain Resort and Hancock Shaker Village in the area. Take a look at what more there is to see and do in Expedia's Stephentown guide.

What's the seasonal weather like in Stephentown?

The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Stephentown are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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