Title: Book the Best Hotels with POOL in Weymouth and Portland District in 2026 | Expedia.ca

[Weymouth and Portland District Travel Guide](https://expedia.ca/Weymouth-And-Portland-District.dx553248634717687134)[Hotels in Weymouth and Portland District](https://expedia.ca/Weymouth-And-Portland-District-Hotels.d553248634717687134.Travel-Guide-Hotels)[Vacation Rentals in Weymouth and Portland District](https://expedia.ca/Weymouth-And-Portland-District-Vacation-Rentals.d553248634717687134.Travel-Guide-VacationRentals)[Flights to Weymouth and Portland District](https://expedia.ca/Cheap-Flights-To-Weymouth-And-Portland-District.d553248634717687134.Travel-Guide-Flights)[Weymouth and Portland District Car Rentals](https://expedia.ca/Car-Rentals-In-Weymouth-And-Portland-District.d553248634717687134.Car-Rental-Guide)[Weymouth and Portland District Vacation Packages](https://expedia.ca/Weymouth-And-Portland-District.d553248634717687134.Destination-Travel-Guides)

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Photo by Sean Pike

# Find Hotels with a Pool in Weymouth and Portland District from CA $149

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## Check availability on Weymouth and Portland District Hotels with a Pool

Tonight

[Dec 21 - Dec 22](https://www.expedia.ca/Hotel-Search?regionId=553248634717687134&startDate=2025-12-21&endDate=2025-12-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 22 - Dec 23](https://www.expedia.ca/Hotel-Search?regionId=553248634717687134&startDate=2025-12-22&endDate=2025-12-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248634717687134&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248634717687134&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Weymouth and Portland District hotels with a pool

![Indoor pool](https://images.trvl-media.com/lodging/5000000/4110000/4102900/4102869/8f462671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/5000000/4110000/4102900/4102869/35fd256e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/5000000/4110000/4102900/4102869/580705d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/5000000/4110000/4102900/4102869/50d7e11a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Weymouth Hotel Rembrandt

[](https://www.expedia.ca/Weymouth-Hotels-Best-Western-Weymouth-Hotel-Rembrandt.h4102869.Hotel-Information)

Weymouth

8.4/10

Very good

(1002)

"Staff were really nice even got offered help with luggage when we arrived !!! Breakfast room staff were really friendly"

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

Alan

CA $124

CA $149 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Weymouth-Hotels-Best-Western-Weymouth-Hotel-Rembrandt.h4102869.Hotel-Information)

![Cottage | Pool](https://images.trvl-media.com/lodging/31000000/31000000/30995400/30995315/6b4cf92a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Exterior](https://images.trvl-media.com/lodging/31000000/31000000/30995400/30995315/4749ab60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/31000000/31000000/30995400/30995315/410d21f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/31000000/31000000/30995400/30995315/a800bebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Old Higher Lighthouse Branscombe Lodge

[](https://www.expedia.ca/Portland-Hotels-Old-Higher-Lighthouse-Branscombe-Lodge.h30995315.Hotel-Information)

Portland

10/10

Exceptional

(1)

"This property was absolutely amazed and having Access to one of the first lighthouses there "

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

Trevor

CA $816

CA $979 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Portland-Hotels-Old-Higher-Lighthouse-Branscombe-Lodge.h30995315.Hotel-Information)

![Cottage | Pool](https://images.trvl-media.com/lodging/31000000/31000000/30996300/30996217/416c5bf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/31000000/31000000/30996300/30996217/d86771f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Property grounds](https://images.trvl-media.com/lodging/31000000/31000000/30996300/30996217/15a8bbf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Property grounds](https://images.trvl-media.com/lodging/31000000/31000000/30996300/30996217/d85e96fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Old Higher Lighthouse Stopes Cottage

[](https://www.expedia.ca/Portland-Hotels-Old-Higher-Lighthouse-Stopes-Cottage.h30996217.Hotel-Information)

Portland

CA $816

CA $979 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Portland-Hotels-Old-Higher-Lighthouse-Stopes-Cottage.h30996217.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91630000/91621500/91621464/12b7a0e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living area](https://images.trvl-media.com/lodging/92000000/91630000/91621500/91621464/16e4413e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/92000000/91630000/91621500/91621464/68c8dd05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/92000000/91630000/91621500/91621464/78e5b38c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bear's Apartment

[](https://www.expedia.ca/Portland-Hotels-Bears-Apartment.h91621464.Hotel-Information)

Portland

CA $841

CA $1,010 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Portland-Hotels-Bears-Apartment.h91621464.Hotel-Information)

![Couples treatment rooms, sauna, body treatments, aromatherapy](https://images.trvl-media.com/lodging/1000000/910000/904000/903978/a370ee34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/910000/904000/903978/e8efb356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/1000000/910000/904000/903978/a09388f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/1000000/910000/904000/903978/bd53f8e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Summer Lodge Country House Hotel

[](https://www.expedia.ca/Dorchester-Hotels-Summer-Lodge-Country-House-Hotel.h903978.Hotel-Information)

Dorchester

9.8/10

Exceptional

(130)

"Lovely and quaint hotel near the coast. Very friendly staff, beautiful and comfortable king size 4 poster bed and an enormous claw-foot tub! A delicious breakfast was also included!"

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

John P

CA $377

CA $453 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Dorchester-Hotels-Summer-Lodge-Country-House-Hotel.h903978.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/45000000/44460000/44456400/44456347/2f10b0de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage](https://images.trvl-media.com/lodging/45000000/44460000/44456400/44456347/020f7c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Private kitchen](https://images.trvl-media.com/lodging/45000000/44460000/44456400/44456347/28731599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living room](https://images.trvl-media.com/lodging/45000000/44460000/44456400/44456347/c31dd143.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Manor Farm Barn

[](https://www.expedia.ca/Dorchester-Hotels-Manor-Farm-Barn.h44456347.Hotel-Information)

Dorchester

CA $3,331

CA $3,997 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Dorchester-Hotels-Manor-Farm-Barn.h44456347.Hotel-Information)

![Cottage | Beach](https://images.trvl-media.com/lodging/101000000/100570000/100567300/100567285/66f8e699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/101000000/100570000/100567300/100567285/e9fbea64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/101000000/100570000/100567300/100567285/20b73b9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/101000000/100570000/100567300/100567285/0da0adc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Agua de Plata, 16 Wakeling Island, Silverlake

[](https://www.expedia.ca/Dorchester-Hotels-16-Wakeling-Island.h100567285.Hotel-Information)

Dorchester

CA $1,173

CA $1,407 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Dorchester-Hotels-16-Wakeling-Island.h100567285.Hotel-Information)

![Cottage | Pool](https://images.trvl-media.com/lodging/45000000/44460000/44458200/44458160/d7f4671d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living room](https://images.trvl-media.com/lodging/45000000/44460000/44458200/44458160/fb682f0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/45000000/44460000/44458200/44458160/32ed8002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Dining](https://images.trvl-media.com/lodging/45000000/44460000/44458200/44458160/ddf963ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Churn House

[](https://www.expedia.ca/Dorchester-Hotels-Churn-House.h44458160.Hotel-Information)

Dorchester

CA $1,242

CA $1,490 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Dorchester-Hotels-Churn-House.h44458160.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=2026-01-04&endDate=2026-01-05&regionId=553248634717687134&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

## Top Weymouth and Portland District Hotel Reviews

![Best Western Weymouth Hotel Rembrandt](https://images.trvl-media.com/lodging/5000000/4110000/4102900/4102869/48d8ed81_y.jpg)

### Best Western Weymouth Hotel Rembrandt

10/10 Excellent

"The room was nicely appointed and clean, staff were helpful and friendly. Would stay there again."

[](https://expedia.ca/Weymouth-Hotels-Best-Western-Weymouth-Hotel-Rembrandt.h4102869.Hotel-Information)

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