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Top Spencertown hotels

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 out of 5
1055 South Street Pittsfield MA
Fully refundable
$135 nightly
The price is $151 total per night from Jun 14 to Jun 15
$151 total
Jun 14 - Jun 15
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 ...
"I spilled an ENTIRE cup of cocoa I was making for my niece. The clerk on was a very kind, friendly young man named Paul. I have worked as a chef for 30 years, the cocoa went EVERYWHERE. He got a mop bucket , I started cleaning my mess up I just know what its like to walk into a mess!! Left by someone ..."

Reviewed on Jun 1, 2026

Opens in a new windowHoliday Inn Express & Suites Pittsfield - Berkshires by IHG
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
$105 nightly
The price is $117 total per night from Jun 9 to Jun 10
$117 total
Jun 9 - Jun 10
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. ...
"I got the impression that Yankee Inn has quite a history, although it has been recently updated and renovated. The staff were available and friendly. At times I felt I was on a 1950s movie set, imagining Bing Crosby singing in my head. I ultimately extended my stay because it's location was a hub ..."

Reviewed on Jun 8, 2026

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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street South Lee MA
Fully refundable
$144 nightly
The price is $161 total per night from Jun 11 to Jun 12
$161 total
Jun 11 - Jun 12
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 ...
"Spacious well-equipped units. Staff was friendly and helpful. Activity center was very nice. Would definitely stay again"

Reviewed on May 28, 2026

Opens in a new windowHoliday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $166 total per night from Jul 7 to Jul 8
$166 total
Jul 7 - Jul 8
Total with taxes and fees
This lodge 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 parking, ...
"Very spacious and a good spot if you like to cook for yourself. Decor is dated but it's clean and good value."

Reviewed on Jun 7, 2026

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
$119 nightly
The price is $133 total per night from Jun 9 to Jun 10
$133 total
Jun 9 - Jun 10
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 ...
"This is an absolute gem of a stay - especially at the price we paid ($98 for one night). Huge bathroom, very well decorated, super stylish. Comfy bed, great AC unit. In room mini fridge (empty for guest use) -nice touch. Outdoor lounge is lovely. We didn’t use the bar or restaurant- but it was all ..."

Reviewed on Jun 8, 2026

Opens in a new windowBerkshires Untold
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St Lee MA
Fully refundable
$131 nightly
The price is $146 total per night from Jun 16 to Jun 17
$146 total
Jun 16 - Jun 17
Total with taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self ...
"Very convenient on lovely lakeside and easy access to route 90 and towns like Lennox and Lee. Decor old fashioned and dull. Mint the Indian food restaurant is excellent, well priced and full of flavour."

Reviewed on Jun 7, 2026

Opens in a new windowThe Black Swan Lee - Lenox, an Ascend Collection Hotel
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
$187 nightly
The price is $209 total per night from Jun 22 to Jun 23
$209 total
Jun 22 - Jun 23
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 ...
"Ideal location if one is looking to stay in Stockbridge. The guest house we stayed in was quiet and comfortable. But our room was looking a little worn and in need of some updates, such as the carpet. The property has an excellent restaurant. The property was undergoing a renovation during our stay, ..."

Reviewed on Jun 6, 2026

Opens in a new windowThe Red Lion Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
Fully refundable
$94 nightly
The price is $105 total per night from Jun 14 to Jun 15
$105 total
Jun 14 - Jun 15
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. ...
"Excellent location, great low price, VERY Comfortable bed- throwback era motel. Why pay more when it’s all here!"

Reviewed on Jun 7, 2026

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

Pocketbook Hotel and Bath

2 out of 5
549 Washington Street Hudson NY
Fully refundableReserve now, pay when you stay
$263 nightly
The price is $297 total per night from Jun 16 to Jun 17
$297 total
Jun 16 - Jun 17
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 ...
"Wonderful and spacious rooms, fantastic location, friendly and helpful staff"

Reviewed on May 25, 2026

Opens in a new windowPocketbook Hotel and Bath
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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 $105. 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 1,397 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

Berkshires Untold

Berkshires Untold

5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"This is an absolute gem of a stay - especially at the price we paid ($98 for one night). Huge bathroom, very well decorated, super stylish. Comfy bed, great AC unit. In room mini fridge (empty for guest use) -nice touch. Outdoor lounge is lovely. We didn’t use the bar or restaurant- but it was all gorgeous. I wld highly recommend this hotel"
A verified traveler stayed at Berkshires Untold
Berkshires Untold

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