Upwey Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Sue Wormald

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Upwey Vacation

Say bye-bye to the worries of planning and hello to a Upwey vacation package. With your travel details organized before you leave, you can focus on discovering the best of this city, starting with Puncknowle, which is good for nature, history and culture. Fill your schedule with tours of Weymouth Beach, Chesil Beach and Weymouth Harbour, some of the top attractions you should see during your trip to Upwey. Whatever your travel plans or the size of your budget, organizing a tailored Upwey vacation is simple with Expedia.

Top Upwey Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Palmers Lodge Swiss Cottage - Hostel

Palmers Lodge Swiss Cottage - Hostel

3 out of 5
Camden
Price was CA $1,675, price is now CA $1,084 per person
CA $1,084
per person
May 23 - May 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to London (LHR)
8.4/10 Very Good! (1,000 reviews)
Awesome hostel, recommend!

Reviewed on Nov 11, 2025

The Cadogan, A Belmond Hotel, London

The Cadogan, A Belmond Hotel, London

5 out of 5
London City Centre
Price was CA $5,726, price is now CA $3,709 per person
CA $3,709
per person
Apr 18 - Apr 24
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to London (LHR)
9.8/10 Exceptional! (76 reviews)
Amazing hotel !!! All the details, staff and location

Reviewed on Feb 23, 2026

Argo Hotel - Kings Cross

Argo Hotel - Kings Cross

3 out of 5
London City Centre
Price was CA $2,553, price is now CA $1,670 per person
CA $1,670
per person
May 21 - May 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
7.8/10 Good! (112 reviews)
Great location, clean and warm room and a very comfy bed. Exactly what I needed, would stay again.

Reviewed on Nov 25, 2025

1 Hotel Mayfair

1 Hotel Mayfair

5 out of 5
London City Centre
Price was CA $5,002, price is now CA $3,274 per person
CA $3,274
per person
May 2 - May 8
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to London (LHR)
9.6/10 Exceptional! (319 reviews)
Staff anticipated our every need. Beautiful hotel. Nice bar. Great location

Reviewed on Jan 27, 2026

Croydon by Charles Hope

Croydon by Charles Hope

3 out of 5
Fairfield
Price was CA $2,230, price is now CA $1,532 per person
CA $1,532
per person
Apr 6 - Apr 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
8.6/10 Excellent! (17 reviews)
Great property in a great location. Apart from a few minor broken things in the unit, it was clean, comfortable and had everything we needed. Will certainly be back!

Reviewed on Jul 4, 2025

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Ready to book your vacation to Upwey?

 

Choose your dates

Upwey Hotel Deals

Best Western Weymouth Hotel Rembrandt

Best Western Weymouth Hotel Rembrandt

3 out of 5
12-18 Dorchester Road Weymouth England
Fully refundableReserve now, pay when you stay
The price is CA $159 per night from Mar 5 to Mar 6
CA $159
CA $190 total
Mar 5 - Mar 6
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Tiered room and decor

Reviewed on Feb 26, 2026

Best Western Weymouth Hotel Rembrandt
Fairhaven Hotel

Fairhaven Hotel

2.5 out of 5
Fairhaven Hotel, 37 Esplanade Weymouth England
Fully refundableReserve now, pay when you stay
The price is CA $95 per night from Mar 4 to Mar 5
CA $95
CA $114 total
Mar 4 - Mar 5
includes taxes & fees
8.4/10 Very Good! (739 reviews)
Very much so. Extremely helpful and friendly

Reviewed on Feb 19, 2026

Fairhaven Hotel
The Duchess of Cornwall Inn

The Duchess of Cornwall Inn

3.5 out of 5
12 Queen Mother Square, Dorchester England
Fully refundableReserve now, pay when you stay
The price is CA $112 per night from Mar 22 to Mar 23
CA $112
CA $135 total
Mar 22 - Mar 23
includes taxes & fees
9.2/10 Wonderful! (146 reviews)
Room excellent. Staff very friendly and helpful.

Reviewed on Feb 22, 2026

The Duchess of Cornwall Inn
See all 2,090 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Upwey

Weymouth Beach showing a beach

Weymouth Beach

Breathe in the salty sea air, savor hot fish and chips and take photos of the coastline as you amble along the Esplanade that follows the gentle curve of this beach.

Weymouth Beach
Tucked away behind Chesil Beach,its a lovely place for a walk

Chesil Beach

If a restful vacation is part of your travel plans, Chesil Beach might be the perfect place to seek out during your trip to Weymouth. Stroll along the area's waterfront, or simply savor its charming coffeehouses.

Chesil Beach
Abbotsbury Sub-Tropical Gardens which includes forests

Abbotsbury Sub-Tropical Gardens

Wander through these luxurious gardens, where the exotic and unusual flowers are reminiscent of the tropics.

Abbotsbury Sub-Tropical Gardens

What to do in Upwey

Pauls Walking Tour - Sat & Sundays at 10:00am - or Group book on 07851934735

Pauls Walking Tour - Sundays at 10:00am - or Group

CA $18
per adult
Pauls Walking Tour - Sundays at 10:00am - or Group
Half-Day Guided E-Bike Tour Portland with Brunch

Half-Day Guided E-Bike Tour Portland with Brunch

CA $239
per adult
Half-Day Guided E-Bike Tour Portland with Brunch
See all activities in Upwey

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.