A road lined with autumn-colored trees, a green house, and a mountain in the background.

Find Hotels with a Pool in Hancock, MA

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Check availability on Hancock Hotels with a Pool

Tonight
Oct 24 - Oct 25
Tomorrow
Oct 25 - Oct 26
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

Our top choices for Hancock hotels with a pool

A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.
A restaurant interior with wooden tables and chairs, hanging light fixtures, and large windows allowing natural light.
A cozy living room with a stone fireplace, comfortable seating, and a welcoming sign.
A wooden cabin with a porch and steps leading to a door, surrounded by snow.

1. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
  • Ski-in/ski-out mountain resort with refreshing pool, hot tubs, and tennis courts awaits.
$143 nightly
$160 total
Oct 26 - Oct 27
Total with taxes and fees
Jiminy Peak Mountain Resort
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.
A cozy living room with a sofa, a wooden chest, and a patterned rug.
A lobby with leather sofas, a fireplace, and a stone wall.
A Country Inn with a large, welcoming entrance and multiple parking spaces.

2. Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Hancock
$200 nightly
$224 total
Oct 26 - Oct 27
Total with taxes and fees
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
A swimming pool with a building labeled "John Harvard's Restaurant & Brewery" in the background.
A hot tub on a wooden deck with a view of a snowy landscape and mountains in the background.
A Country Inn with a large, welcoming entrance and a parking area.
A rustic wooden interior with various stalls selling items like books, snacks, and wine.

3. Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Hancock
  • Experience year-round aquatic bliss with indoor pool and hot tub at this ski-in/ski-out apartment with mountain views.
$204 nightly
$228 total
Oct 26 - Oct 27
Total with taxes and fees
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
A swimming pool with two people in the water, surrounded by outdoor seating and a building labeled "John Harvard's Restaurant & Brewery".
A hot tub with four people, wooden walls, and wall-mounted lights.
A rustic wooden interior with various stalls selling items like books, snacks, and wine.
A fire pit with chairs, a ski lift, and a building with a sign that reads "Mountain Resort".

4. Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Hancock
  • Jiminy Peak apartment offers ski-in/ski-out access, heated indoor pool, and private soaks after mountain adventures.
$200 nightly
$224 total
Oct 26 - Oct 27
Total with taxes and fees
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.
A two-story building with a swimming pool, outdoor seating, and a sign for 'John Harvard's Restaurant & Brewery'.
A spacious living area with a stone fireplace, comfortable seating, and a dining area.
A living room with a sofa, a coffee table, a TV, and a window with curtains.

5. Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Hancock
$204 nightly
$228 total
Oct 26 - Oct 27
Total with taxes and fees
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.
A building with a pool area, outdoor seating, and a sign for 'John Harvard's Restaurant & Brewery'.
An outdoor seating area with a fire pit, tables, and chairs.
A living room with a TV, a sofa, a mirror, a plant, and a decorative wall piece.

6. Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn

Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
Hancock
$200 nightly
$224 total
Oct 26 - Oct 27
Total with taxes and fees
Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.
A bedroom with a bed, a TV, a dresser, and a window with curtains.
A spacious living area with a stone fireplace, comfortable seating, and a dining area with a table and chairs.
A two-story building with a swimming pool, outdoor seating, and a sign for 'John Harvard's Restaurant & Brewery'.

7. 1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count

1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count
Hancock
$200 nightly
$224 total
Oct 26 - Oct 27
Total with taxes and fees
1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count
Pool
A porch with a wooden bench and a wooden sculpture.
A kitchen with wooden cabinets, a microwave, stove, and a bar area with wooden chairs.
A kitchen with a central island, a built-in sink, and a ceiling fan.

8. Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO
Hancock
$534 nightly
$541 total
Oct 25 - Oct 26
Total with taxes and fees
Comfortable Berkshires retreat on mtn resort, SISO
A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.
A two-story building with a swimming pool, outdoor seating, and a sign for 'John Harvard's Restaurant & Brewery'.
A hot tub with four people, wooden walls, and wall-mounted lights.
An outdoor seating area with a fire pit, tables, and chairs.

9. Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Hancock
$279 nightly
$312 total
Oct 26 - Oct 27
Total with taxes and fees
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
A swimming pool with a deck, a covered seating area, and a view of a green house and forested hills.
A building with a sign reading "John Harvard's Restaurant & Brewery."
A kitchen with wooden cabinets, stainless steel appliances, a granite countertop, and a tiled floor.
A wooden deck with outdoor furniture, a glass door leading to a view of a grassy area with trees.

10. Gorgeous 2BR 2BA Condo At Jiminy Peak w Mtn Views

Gorgeous 2BR 2BA Condo At Jiminy Peak w Mtn Views
Hancock
$257 nightly
$287 total
Oct 25 - Oct 26
Total with taxes and fees
Gorgeous 2BR 2BA Condo At Jiminy Peak w Mtn Views
View all properties

Choose what matters most at hotels with a pool in Hancock

Breakfast included
Hot tub
4 stars
5 stars
Spa

Find out more about Hancock

Discover top Hancock attractions

Hancock offers a delightful mix of activities and sights that will captivate any traveler. Begin your adventure at the local artisanal market, where you can sample gourmet foods and handmade crafts from talented local vendors, making it a perfect spot to pick up unique souvenirs. For history enthusiasts, the charming downtown area features beautifully preserved architecture, inviting you to stroll through its streets while discovering fascinating stories behind each building. Take a scenic drive to nearby natural wonders, where you can enjoy breathtaking views and perhaps catch a glimpse of vibrant fall foliage or spring blossoms, depending on the season. Don't miss the opportunity to explore local trails that wind through picturesque landscapes, ideal for families looking to enjoy a leisurely walk or a more adventurous hike. After a day full of exploration, unwind at one of Hancock's quality accommodations, where attentive service and comfortable amenities ensure a restful stay, allowing you to recharge for another day of adventure.

Find the best pool hotels in Hancock

For travelers seeking refreshing retreats in Hancock, these hotels with pool amenities offer the perfect blend of relaxation and fun. Dive into comfort and enjoyment at these top choices.

The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook

  • Why it's great: For those who prioritize poolside relaxation, The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook is an ideal destination. With an impressive traveler review rating of 10 out of 10, this budget-friendly hotel boasts both indoor and outdoor heated pools, ensuring year-round swimming enjoyment for all travelers. The inviting atmosphere and variety of pool options make it a great choice for water enthusiasts.
  • Other amenities: In addition to its fantastic pool facilities, travelers can enjoy a range of amenities designed for comfort and leisure. The hotel features a hot tub for soothing relaxation, an arcade game room for entertainment, and a playground perfect for children. Guests can prepare meals in their in-room kitchen, complete with a stovetop, oven, and refrigerator. With an outdoor play area, billiards table, and beautiful gardens, there's something for everyone to enjoy.

Top Hancock Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

8/10 Good
"Very easy check in. Clean and safe."
James Kevin 3-night trip
Posted 8 hours ago
Vacation Village in the Berkshires
The Yankee Inn

The Yankee Inn

10/10 Excellent
"I would prefer more flexibility making reservations. Online and by phone, I wanted two rooms for two people. I was forced to request two rooms for THREE people to work around the algorithm that allowed only one room for two people. Also I was forced to accept two rooms in the same price range, when I wanted one premium king, not two. I left another hotel due to their inflexibility, and I will choose one with a personal approach next time."
Joan 2-night trip
Posted 10 hours ago
The Yankee Inn
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good
"Forgot the woman’s name who checked us in but she was so helpful and friendly with awesome dinner suggestions. Locations was great to walk around town"
Monica 2-night trip
Posted 11 hours ago
Hotel Downstreet, an Ascend Collection Hotel
The Red Lion Inn

The Red Lion Inn

8/10 Good
"Absolutely great location! An older property- the lobby and hallways seemed dark and aging (yes it’s historic). Our room was surprisingly cheerful! I’d stay here again!!"
carole 1-night trip
Posted 16 hours ago
The Red Lion Inn
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"Check in & out were easy. Mint restaurant was GREAT. View from the balcony overlooking the lake was super. Same weekend for the last four years & we will be back."
Garry 2-night trip
Posted 2 days ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Frequently asked questions

What are the best hotels in Hancock with outdoor pools?
Club Wyndham Bentley Brook is a delightful 3-star hotel that offers an inviting outdoor pool, great for families looking to unwind after a day of adventure. Guests rave about the friendly and extremely courteous staff, as well as the comfortable and clean suites, making it an excellent choice for those seeking both quality and convenience. With a review rating of 9.2, it's clear that visitors appreciate the "perfect" location, especially for those who love outdoor activities like skiing.Another great option is Jiminy Peak Mountain Resort, also rated 3 stars and featuring an outdoor pool that provides a refreshing spot to relax. This resort, which boasts a review rating of 8.2, is located in a stunning mountain landscape, great for both summer and winter fun. Families will love the clean and comfortable rooms, and the friendly, helpful staff ensure a pleasant stay. With onsite ski lessons and a variety of outdoor activities available, it's an ideal destination for those who want to combine adventure with relaxation.For a charming alternative, consider the COZY CABIN IN BERKSHIRES RESORT, which shines with an exceptional score of 9.6. This pet-friendly option not only features an outdoor pool but also comes equipped with a kitchen, making it easy for families to prepare meals together. Its proximity to mountain biking and skiing locations adds to the allure for outdoor enthusiasts.In addition, the Mountainside Condo Ski In Ski Outoffers both an outdoor pool and a hot tub, making it great for families who want to enjoy some water fun after hitting the slopes. With a review rating of 8.8, guests appreciate the outdoor play area and games for children, ensuring that younger travellers are entertained.Lastly, the Comfy Suite in the Berkshires w/ WiFi & Great Resort Amenities. also features a heated outdoor pool, making it a cozy retreat for families.
How much does a hotel with outdoor pool in Hancock cost?
Enjoy staying in a hotel in Hancock with an outdoor pool. You can find a great deal from $160 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Hancock with outdoor pool activities or events?
Hancock, Massachusetts, located in the scenic Berkshires, offers delightful accommodations for travellers seeking outdoor relaxation and fun. Notably, Vacation Village in the Berkshires stands out with its expansive outdoor pool, complemented by an indoor pool and hot tub. Families will appreciate the additional amenities, including an arcade, movie theater, and a playground, ensuring that guests of all ages have plenty to enjoy.For those looking for adventure, Jiminy Peak Mountain Resort is another excellent option. This resort boasts a heated outdoor pool and a range of summer activities, including thrilling mountain slides and swings. It's an ideal spot for families eager to blend relaxation with adventure, making the most of the beautiful Berkshire landscape.As you plan your stay, rest assured that these outdoor pools are well-maintained and open seasonally, providing the ideal setting to unwind during the warmer months.
Is it cheaper to book flights and a Hancock hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Hancock for you.

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