Title: Book the Best Hotels with POOL in Windham in 2026 | Expedia.ca

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## Check availability on Windham Hotels with a Pool

Tonight

[Jan 13 - Jan 14](https://www.expedia.ca/Hotel-Search?regionId=6150553&startDate=2026-01-13&endDate=2026-01-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 14 - Jan 15](https://www.expedia.ca/Hotel-Search?regionId=6150553&startDate=2026-01-14&endDate=2026-01-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6150553&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6150553&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Windham hotels with a pool

![Aerial view](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/720b006f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/f967c888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/6a517157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/738a0d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Manchester View

[](https://www.expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information)

Manchester Center

9.4/10

Exceptional

(791 reviews)

"Great staff, huge clean room, tasty continental breakfast."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carey

[](https://www.expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/46351656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/8582bd1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/67ba1eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/d8a154ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Springfield Hotel

[](https://www.expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information)

Springfield

8.8/10

Excellent

(813 reviews)

"Staff was so nice!! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stephanie

CA $211

CA $232 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information)

![Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/bbf5ae58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/286eff53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/67f64adc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/a0514206_edited_9a33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hideaway Inn Mt. Snow

[](https://www.expedia.ca/West-Dover-Hotels-Hideaway-Inn-Mt-Snow.h122978111.Hotel-Information)

West Dover

9.2/10

Wonderful

(21 reviews)

"Great cozy hotel very close to Mount Snow. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Yuhui

CA $183

CA $202 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/West-Dover-Hotels-Hideaway-Inn-Mt-Snow.h122978111.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/44065a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free breakfast](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/f5b14dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/b79a8982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed, Accessible, Non Smoking](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/989e1da6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Brattleboro

[](https://www.expedia.ca/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.Hotel-Information)

Brattleboro

8.2/10

Very good

(935 reviews)

"Good breakfast, great staff and very good location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Valdeci

CA $204

CA $224 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.Hotel-Information)

![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/322811f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/54d53274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/51ea72b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn & Suites Brattleboro I-91

[](https://www.expedia.ca/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information)

Brattleboro

8.6/10

Excellent

(758 reviews)

"The room was clean and the staff was wonderful"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julianne

CA $172

CA $189 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/w3835h2559x0y0-b5950146.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Snack bar](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/w3836h2559x0y0-353e3678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/3d428b23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn and Suites Manchester

[](https://www.expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information)

Manchester Center

9.6/10

Exceptional

(1,000 reviews)

"Great place. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Barbara

CA $183

CA $201 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8900/8804/2641a6a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room](https://images.trvl-media.com/lodging/1000000/10000/8900/8804/e3bf7119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/1000000/10000/8900/8804/9af3116e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/8900/8804/1bf7bbfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Black Mountain Inn

[](https://www.expedia.ca/Brattleboro-Hotels-Black-Mountain-Inn.h8804.Hotel-Information)

Brattleboro

7.4/10

Good

(477 reviews)

"Room looked good. Wish they have shampoo. Only one soap. Nice shower pressure. Would visit again "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Miles

CA $153

CA $168 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Brattleboro-Hotels-Black-Mountain-Inn.h8804.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/850000/845500/845427/058b0dfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/850000/845500/845427/3b38e982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/850000/845500/845427/5315fd15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/850000/845500/845427/50bc8764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Hotel & Suites Brattleboro by IHG

[](https://www.expedia.ca/Brattleboro-Hotels-Holiday-Inn-Express-Hotel-Suites-Brattleboro.h845427.Hotel-Information)

Brattleboro

8.8/10

Excellent

(1,007 reviews)

"The hotel was very clean. Staff was extremely friendly and helpful."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stephanie

CA $211

CA $232 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Brattleboro-Hotels-Holiday-Inn-Express-Hotel-Suites-Brattleboro.h845427.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/w776h446x0y3-b969a7b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/96a629e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sauna, aromatherapy, hot stone massages, deep-tissue massages](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/b9b1ed95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pointe at Castle Hill Resort

[](https://www.expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information)

Cavendish

8.8/10

Excellent

(952 reviews)

"Clean, nice pool and hot tub, and good price!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marci

CA $213

CA $243 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/0a06a28b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/883050b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/ab91ee25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/cbf700aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aspen At Manchester

[](https://www.expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information)

Manchester Center

8.8/10

Excellent

(620 reviews)

"Super clean and modern rooms, excellent location, scenic views… "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Fernando

CA $121

CA $148 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-27&endDate=2026-01-28&regionId=6150553&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

## Top Windham Hotel Reviews

![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg)

### Pointe at Castle Hill Resort

10/10 Excellent

"Clean, nice pool and hot tub, and good price!"

[](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information)

![Hampton Inn Brattleboro](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/38ebb424_y.jpg)

### Hampton Inn Brattleboro

10/10 Excellent

"Fantastic experience! Great staff! Very comfortable room. Thanks . "

[](https://expedia.ca/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.Hotel-Information)

![The Black Bear Lodge at Stratton Mountain Resort](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/ac6aa3fb_y.jpg)

### The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent

"Every thing was excellent "

[](https://expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information)

![Hampton Inn and Suites Manchester](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg)

### Hampton Inn and Suites Manchester

10/10 Excellent

"Nicely appointed hotel in the heart of Manchester Center. Walking distance to Northshire Bookstore, shops, restaurants and a supermarket. Pool and hot tub are highlights. "

[](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information)

![The Manchester View](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/b534a8c8_y.jpg)

### The Manchester View

10/10 Excellent

"The place is great. Especially the wood burning stove in the room."

[](https://expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information)

![Best Western Springfield Hotel](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/f0e2c480_y.jpg)

### Best Western Springfield Hotel

10/10 Excellent

"They allowed us to check in early- with no fee. Staff was so kind and quick thinking when we got there. Our toddler stated she needed to use the restroom and the woman at the front desk gave my husband a key to the bathroom ASAP- even before we checked in. Hotel was clean- EVERYWHERE!! Very happy with the complementary breakfast also! Staff was constantly moving to make sure it was fully stocked at all times! We will be back! "

[](https://expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information)

![Comfort Inn & Suites Brattleboro I-91](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e_y.jpg)

### Comfort Inn & Suites Brattleboro I-91

10/10 Excellent

"Great staff"

[](https://expedia.ca/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information)

![The Palmer House Resort, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/9c9da73f_y.jpg)

### The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent

"Very convenient location.! Spacious and clean room. "

[](https://expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information)

![Kimpton Taconic Hotel by IHG](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/72cb9377_y.jpg)

### Kimpton Taconic Hotel by IHG

10/10 Excellent

"Staff, cleanliness, ambience, restaurant, all perfect! We can’t wait to return! "

[](https://expedia.ca/Bennington-Hotels-Kimpton-Taconic-Hotel.h1572989.Hotel-Information)

## Frequently asked questions

### What are some hotels with pools in Windham?

### What is there to see and do in Windham?

### When is the best time to book a hotel with a pool in Windham?

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- [Flights to Jamaica ](https://www.expedia.ca/Cheap-Flights-To-Jamaica.d184052.Travel-Guide-Flights)
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- [Visit West River Trail ](https://www.expedia.ca/West-River-Trail.dx826387202485702656)

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