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.
DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
8/10 Very Good! (2,039 reviews)
While the property was clean and the staff knowledgeable and kind, the marketing including representation of a pool and arcade. While a pool is on site, it’s run by a fitness club. The hours provided by the hotel are meaningless as the fitness club will close the pool to hotel guests allowing their members pool access. The pool restrictions are those of the fitness club. Our adult daughter could not swim with our 10 year old as their specifications of an adult are age 21. The arcade was not open during our two day stay. While a nice hotel, not recommended with children. They do offer a water park for $30/person per day. This is open Fri-Sun.

Reviewed on Jul. 25, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Oct 9 - Oct 13
found 9 hours ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
I made a mistake on my room type when I made the reservation, they hotel was extremely helpful in helping me get it corrected. The hotel is beautiful, the location/views are amazing, and the food at the hotel restaurant was outstanding.

Reviewed on Jul. 23, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Oct 16 - Oct 19
found 3 hours ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
9.6/10 Exceptional! (122 reviews)
Excellent, elegant, great service in every way possible. Friendly, helpful and responsive staff too.

Reviewed on Jul. 14, 2025

Lakeside Inn

Lakeside Inn

2 out of 5
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
7.4/10 Good! (2,188 reviews)
Pleasantly surprised. A little older but staff made up for that. staff was excellent very attentive.

Reviewed on Jul. 21, 2025

The Ritz-Carlton, Boston

The Ritz-Carlton, Boston

5 out of 5
Downtown Boston
per person
Oct 9 - Oct 13
found 9 hours ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
8.8/10 Excellent! (374 reviews)
Excellent stay, exceptional service, very close to Boston commons, Harbor, ChinaTown, Beacon Hill, etc. Rooms are roomy. Beds are comfortable, housekeeping staff very accommodating. The gym was excellent, top notch. Ate breakfast room service and at in house restaurant-great meals. Highly recommend.

Reviewed on Jul. 5, 2025

Ready to book your vacation to Dover?

 

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Dover Hotel Deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $251 per night from Aug 24 to Aug 25
CA $251
CA $348 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (3,716 reviews)
"This property is in a perfect location in the Seaport. We loved it!"

Reviewed on Jul. 24, 2025

Omni Boston Hotel at the Seaport
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $259 per night from Aug 10 to Aug 11
CA $259
CA $302 total
Aug 10 - Aug 11
includes taxes & fees
9.2/10 Wonderful! (1,487 reviews)
"Great place. Just be prepared that there is no curb drop off or hotel parking, so figure out how you are going to park and get your suitcases there ahead of time. Very modern, good restaurant/coffee bar and large hangout lobby, 10 min walk to Finway area. Highly recommend."

Reviewed on Jul. 23, 2025

citizenM Boston Back Bay
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
80-120 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $238 per night from Aug 24 to Aug 25
CA $238
CA $278 total
Aug 24 - Aug 25
includes taxes & fees
9.2/10 Wonderful! (3,578 reviews)
"It was wicked awesome"

Reviewed on Jul. 24, 2025

citizenM Boston North Station
See all 3,522 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
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Dover

Fenway Park featuring a sporting event and night scenes as well as a large group of people

Fenway Park

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Harvard University which includes a city and heritage architecture

Harvard University

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University
Boston Common which includes flowers, a garden and landscape views

Boston Common

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common

What to do in Dover

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $108
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

CA $96
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

CA $46
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
See all activities in Dover

Frequently asked questions

How much does a Dover vacation package cost?
Offering great value package deals from CA $387 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.

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