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.
The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Price was CA $1,219, price is now CA $889 per person
CA $889
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (158 reviews)
The staff is very helpful and courteous! Loved the complimentary water at check-in, checkout, and also in the fitness room. The fitness room is exceptional. Free weights, weight machines, Pelotons, quality treadmills, etc.

Reviewed on Jun 30, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,244, price is now CA $1,365 per person
CA $1,365
per person
Aug 7 - Aug 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,002 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent

Reviewed on Jun 15, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $1,631, price is now CA $1,149 per person
CA $1,149
per person
Aug 7 - Aug 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Simply excellent in all aspects.

Reviewed on Jul 2, 2026

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was CA $1,972, price is now CA $1,395 per person
CA $1,395
per person
Aug 9 - Aug 12
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (666 reviews)
The open lounge to grab water or a snack throughout the day is such a nice touch. Fantastic bar/restaurant on the first floor. And the location is the very best in Boston! Beautiful property.

Reviewed on Jul 3, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $2,736, price is now CA $1,948 per person
CA $1,948
per person
Aug 9 - Aug 12
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (474 reviews)
perfecto

Reviewed on Jun 8, 2026

Ready to book your vacation to Dover?

 

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Dover Hotel Deals

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is CA $268 per night from Jul 5 to Jul 6
CA $268
CA $361 total
Jul 5 - Jul 6
includes taxes & fees
9.6/10 Exceptional! (4,494 reviews)
"Great place to stay"

Reviewed on Jul 3, 2026

Seaport Hotel Boston
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
The price is CA $226 per night from Aug 2 to Aug 3
CA $226
CA $304 total
Aug 2 - Aug 3
includes taxes & fees
9/10 Wonderful! (2,405 reviews)
"Excellent"

Reviewed on Jul 3, 2026

Hyatt Regency Boston/Cambridge
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from Jul 5 to Jul 6
CA $203
CA $237 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (2,704 reviews)
"The hotel is conveniently located close to downtown, with plenty of cafés, restaurants, and attractions within walking distance. There is no free parking and offered paid parking by the hotel is 35$ for 24 hrs ( not sure if better options available) The rooms and shared bathrooms were clean, well ..."

Reviewed on Jul 2, 2026

The Revolution Hotel
See all 3,922 properties in Dover
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
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Stay near popular Dover attractions

Chase Woodlands

Enjoy an outing to Chase Woodlands during your stay in Dover. Stroll along the riverfront or seek out the jogging trails.
See properties

What to do in Dover

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

CA $73
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

CA $47
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $116
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
See all activities in Dover

Frequently asked questions

How much does a Dover vacation package cost?
Offering great value package deals from CA $889 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.

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