Upwey

Travel Guide

A lush garden with a pond, ferns, and flowering plants.
A rural landscape with rolling hills, a railway track, and a fence.
Photo by Nigel Mykura (Creative Commons Attribution-Share Alike 2.0)
A rural landscape with rolling hills, a dirt road, and a small cluster of houses.
Photo by Nigel Mykura (Creative Commons Attribution-Share Alike 2.0)
A road with a grassy field and trees in the background.
Photo by Nigel Mykura (Creative Commons Attribution-Share Alike 2.0)
A wheat field with a clear path leading through it.
Photo by Nigel Mykura (Creative Commons Attribution-Share Alike 2.0)
Best Western Weymouth Hotel Rembrandt

Best Western Weymouth Hotel Rembrandt

3 out of 5
12-18 Dorchester Road Weymouth England
$108 nightly
The price is $130 total per night from Nov 8 to Nov 9
$130 total
Nov 8 - Nov 9
Total with taxes and fees
Book a stay at this spa hotel in Weymouth. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the breakfast and the helpful staff in our ...
Best Western Weymouth Hotel Rembrandt
Fairhaven Hotel

Fairhaven Hotel

3 out of 5
Fairhaven Hotel, 37 Esplanade Weymouth England
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $82 total per night from Oct 22 to Oct 23
$82 total
Oct 22 - Oct 23
Total with taxes and fees
Stay at this hotel in Weymouth. Enjoy breakfast (surcharge), daily housekeeping, and an in-room coffeemaker. Our guests praise the helpful staff and the clean ...
Fairhaven Hotel
Sleeping Bear Hotel Dorchester

Sleeping Bear Hotel Dorchester

3 out of 5
32 High West Street, 32 Dorchester England
$66 nightly
The price is $79 total per night from Oct 18 to Oct 19
$79 total
Oct 18 - Oct 19
Total with taxes and fees
Stay at this hotel in Dorchester. Enjoy free WiFi, daily housekeeping, and conference space. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (613 reviews)
"The rooms are fine and clean and the hotel is well placed in the centre of the town. The main problems are there is no member of staff on site at the hotel and they don't answer a phone when you call reception. Plus parking is very difficult. You have to sign in on a computer, which works fine but ..."

Reviewed on Oct 11, 2026

Sleeping Bear Hotel Dorchester
See all 2,477 properties in Upwey
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.
Home from home with spectacular sea views.

Home from home with spectacular sea views.

Weymouth England
Enjoy a fitness center, laundry facilities, and balconies. Popular attractions Weymouth Beach and Sandsfoot Castle Beach are located nearby.
9.8/10 Exceptional! (140 reviews)
"Lovely place to stay"

Reviewed on Sep 26, 2026

Home from home with spectacular sea views.
Luxury Pine Wood Lodge, situated in beautiful Dorset Countryside,attractions nr

Luxury Pine Wood Lodge, situated in beautiful Dorset Countryside,attractions nr

blandford ENG
Stay at this cabin in Blandford Forum. Popular attractions Skirmish Dorset and Tolpuddle Martyrs Museum are located nearby.
9.2/10 Wonderful! (95 reviews)
"Thank you to the host, everything was perfect. Recomended for all family!"

Reviewed on Aug 16, 2026

Luxury Pine Wood Lodge, situated in beautiful Dorset Countryside,attractions nr
The Dorset Resort

The Dorset Resort

4 out of 5
Bere Regis Wareham England
Book a stay at this golf aparthotel in Wareham. Enjoy free WiFi, free parking, and a golf course. Popular attractions Monkey World Ape Rescue Center and The ...
The Dorset Resort
See all properties in Upwey
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.

Things to do

SEA LIFE Weymouth

SEA LIFE Weymouth

$23
per adult
SEA LIFE Weymouth
Portland Jurassic Coast Guided Mini Bus Excursions

JURASSIC COAST ADVENTURE - Guided Mini Bus Excursion-Small Groups

$214
per adult
JURASSIC COAST ADVENTURE - Guided Mini Bus Excursion-Small Groups
Half-Day Guided E-Bike Tour Portland with Brunch

Guided E-Bike Tour of the Isle of Portland, Dorset

$173
per adult
Guided E-Bike Tour of the Isle of Portland, Dorset
See all activities in Upwey

Frequently asked questions

When is the best time to visit Upwey?
The best time to visit Upwey is from June through October, offering pleasant conditions for travelers. For those seeking fewer crowds and potentially better value, the quieter months of December through March are a good alternative for exploring the area.
Can I book a refundable hotel in Upwey?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Upwey by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Upwey with Expedia?
Expedia makes it easier to plan your Upwey trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Upwey?
The best choice depends on your travel style. Hotels in Upwey can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Upwey trip on Expedia?
Once you've booked your Upwey trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Upwey trip?
Expedia offers customer support before, during, and after your Upwey trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Upwey?
If it's your first trip to Upwey, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Upwey hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Upwey hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Upwey

A beach with people walking and playing, and a row of colorful buildings in the background.

Weymouth

A bustling street with historic buildings, a clock tower, and various shops and cafes.

Dorchester

A sunset over a calm sea with a cloudy sky.

Chickerell

A narrow waterway bordered by lush greenery and a paved road.
Photo by Nigel Mykura (Creative Commons Attribution-Share Alike 2.0)

Broadwey

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