Book Hotels in Spencertown, NY

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Top Spencertown hotels

Hotel On North

Hotel On North

3.5 out of 5
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $137 total per night from Nov 30 to Dec 1
$137 total
Nov 30 - Dec 1
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self ...
"Charming!"

Reviewed on Oct 29, 2026

Opens in a new windowHotel On North
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $112 total per night from Nov 3 to Nov 4
$112 total
Nov 3 - Nov 4
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. ...
"This is an old hotel and everything about it is of older stuff which some people might love, but I am thinking most people would like some renovation. But everywhere was clean. My boys loved the size of the room. It was huge and my big built boys could walk around without bumping to each other."

Reviewed on Oct 30, 2026

Opens in a new windowThe Yankee Inn
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

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

3.5 out of 5
190 Meadow Street South Lee MA
Fully refundable
$136 nightly
The price is $152 total per night from Nov 1 to Nov 2
$152 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate ...
"The room I had jacuzzi was not working and not aware until there was a complaint of water"

Reviewed on Oct 28, 2026

Opens in a new windowHoliday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
Fully refundable
$76 nightly
The price is $85 total per night from Nov 22 to Nov 23
$85 total
Nov 22 - Nov 23
Total with taxes and fees
A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. ...
"I booked this for one of my bus drivers & he told me he had a good time theree in the hotel. Clean & quiet."

Reviewed on Oct 30, 2026

Opens in a new windowQuality Inn Great Barrington
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

4.5 out of 5
549 Washington Street Hudson NY
Fully refundableReserve now, pay when you stay
$271 nightly
The price is $307 total per night from Nov 30 to Dec 1
$307 total
Nov 30 - Dec 1
Total with taxes and fees
This smoke-free hotel features 3 indoor pools, a restaurant, and a bar/lounge. Enjoy the steam room and perks like free valet parking and free WiFi. Free self ...
"Beautiful hotel with helpful staff and amazing spa but walls are WAY too thin. And if you think oh I’ve stayed at hotels with thin walls, these are thinner. You have been warned !!"

Reviewed on Oct 28, 2026

Opens in a new windowPocketbook Hotel and Bath
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $126 total per night from Nov 29 to Nov 30
$126 total
Nov 29 - Nov 30
Total with taxes and fees
This aparthotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self ...
Opens in a new windowBerkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $150 total per night from Nov 30 to Dec 1
$150 total
Nov 30 - Dec 1
Total with taxes and fees
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a lobby ...
Opens in a new windowBerkshires Untold
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
$191 nightly
The price is $214 total per night from Nov 30 to Dec 1
$214 total
Nov 30 - Dec 1
Total with taxes and fees
This historic hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in ...
Opens in a new windowThe Red Lion Inn
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

2.5 out of 5
1055 South Street Pittsfield MA
Fully refundable
$103 nightly
The price is $115 total per night from Nov 30 to Dec 1
$115 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy ...
Opens in a new windowHoliday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
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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.

Frequently asked questions

What are the top kid-friendly hotels in Spencertown?
Family trips are where the best memories are made, but it's no secret that traveling with young ones can be stressful. These kid-friendly Spencertown hotels come with perks designed to keep young and old alike comfortable and happy: Suite 3 - Quiet and private accommodations in a country setting. will help make your adventure the best one yet. It features a range of nice touches, such as a king bed and free WiFi. Also look up Suite 2 - Quiet and private accommodations in a country setting.. It offers a king bed, free WiFi and ample opportunities for family time.
Where can I find cheap hotels in Spencertown?
At Travelocity you'll find really nice hotels in Spencertown at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Spencertown rather than in Spencertown. We may find you even better rates, too.
How do I find the best Spencertown hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Spencertown then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Spencertown?
The cheapest hotel in Spencertown is $85. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Spencertown?
There are 1,388 hotels in Spencertown on Travelocity.
What are the best hotels in Spencertown?
Spencertown has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Spencertown for you!
When is the best time to visit Spencertown?
If you want the joy of a fun-filled trip in peak season, visit Spencertown during February, March and May. If you'd prefer the peace of off-season, book a stay during quieter months, such as June, September and October.
When is the cheapest time to stay in Spencertown?
Based on historic data is usually the cheapest month to visit Spencertown. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Spencertown?
There are multiple hotels in Spencertown that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Spencertown. We have plenty of kid-friendly hotels in Spencertown to choose from on Travelocity!
Why book a hotel in Spencertown through Travelocity?
Because we have the top hotels in Spencertown! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Spencertown on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Spencertown hotel reviews by fellow wanderers

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

5 out of 5
Posted less than an hour ago
Travelocity Verified Review
"locationn"
A verified traveler stayed at The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotel

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