Dover Vacation Packages
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Your Dover Vacation
With all your travel needs worked out before you go, our Dover vacation packages let you simply focus on having fun! One place to base yourself in this exciting city is Dorchester, which is great for nature and dining. Wellesley College, Legacy Place and Babson College are just a few of the many sights worth exploring during your trip to Dover. Stop dreaming and start doing. Check out the broad range of options on Expedia today and put your Dover vacation plans in motion!
Top Dover Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel UMass
CA $1,450
per person
Oct 26 - Nov 2
found 20 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
8.8/10 Excellent! (1,005 reviews)
The property is beautiful, well kept, and clean. It is difficult to find the place because it is in the middle of UMASS campus. The signage needs improvement. It is a long walk from the parking lot to the lobby. Once you have the location and parking figure out, the place is great.
Reviewed on Aug 18, 2026
Ready to book your vacation to Dover?
Dover Hotel Deals
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
CA $262
CA $353 total
Aug 30 - Aug 31
includes taxes & fees
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
CA $189
CA $220 total
Aug 25 - Aug 26
includes taxes & fees
9/10 Wonderful! (2,840 reviews)
"The rooms was clean, however… the shared bathroom wasn't maintained properly or as expected. Nice hotel and view tho!"
Reviewed on Aug 18, 2026
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
CA $304
CA $411 total
Aug 30 - Aug 31
includes taxes & fees
9.2/10 Wonderful! (4,868 reviews)
"I would suggest to be upfront with the extra fee to be paid at the hotel"
Reviewed on Aug 17, 2026
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.
Stay near popular Dover attractions
Noanet Woodlands
Explore the great outdoors at Noanet Woodlands, a lovely green space in Dover. Check out the churches and top-notch restaurants in this vibrant area.
Chase Woodlands
Enjoy an outing to Chase Woodlands during your stay in Dover. Stroll along the riverfront or seek out the jogging trails.
Peters Reservation
Explore the lovely green spaces of Peters Reservation and enjoy the jogging trails in Dover. Experience the area's great live music or attend a sporting event.
Elm Bank Reservation
You can take time to visit Elm Bank Reservation during your travels to Dover. Experience the area's entertainment venues and theater scene.
Pegan Hill
Enjoy an outing to Pegan Hill during your stay in Dover. Stroll along the area's riverfront or experience its great live music.
What to do in Dover
Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $72
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
CA $118
per adult
92% of travellers recommend
View Boston Observation Deck Admission Tickets
CA $48
per adult
86% of travellers recommend
Frequently asked questions
How much does a Dover vacation package cost?
Offering great value package deals from CA $1,263 on Expedia, you'll be surprised at how little a vacation to Dover costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Dover?
January, February and November are great times to search for cheap Dover vacation packages. Travelling in quieter months means you can generally find better prices on accommodations and flights.
How many days is enough for Dover?
Dedicate around 2 days for your Dover vacation in order to enjoy everything that makes this place special. Wander around key neighbourhoods, including Babson Park and Newton Upper Falls. Then tick off major sights like The Centre for Arts in Natick and Medfield Meadow Lots. With a clever itinerary, you'll be kept busy with room for some rest time too. Want to go beyond Dover? Consider a day trip or two.
Is it worth booking a vacation package to Dover?
It's easy to see why a Dover vacation is on the to-do list of many travellers. Well-known attractions like Pegan Hill are just the beginning of what you can explore here.
How to find the best Dover package deals?
Begin your search for a Dover package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Dover package deal straight away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Dover escape underway.
Is it cheaper to book a Dover vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and accommodations individually. Better still, you can customize your Dover trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Dover?
If you've got your Dover vacation dates locked in, book as soon as you can to bag some terrific deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Dover?
- Choose the right time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to go to Dover.
- Set your budget: Factor in costs such as flights, transportation and food when working out how much to put aside for your trip to Dover. Then, choose a hotel that suits your budget, whether that's a wallet-friendly stay or a swankier getaway.
- Work out your trip length: Think about how long you want to spend discovering Dover. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
- Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Dover vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
