Dover Vacations from $749
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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!
The Latest Dover vacation packages
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
$749
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026
Four Seasons Hotel Boston
Bay Village
$1,250
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (484 reviews)
Room was very noisy in the morning and I could not sleep. Work is being done in the building and I was not informed of when arriving from west coast to stay for one night. Staff was very friendly and apologetic.
Reviewed on Sep 25, 2026
Stay near popular Dover attractions
Noanet Woodlands
This 595-acre preserve offers 16 miles of trails through diverse woodlands and historical sites. Hike to Noanet Peak for spectacular Boston skyline views or explore former mill ruins while spotting local wildlife.
Elm Bank Reservation
This 36-acre sanctuary showcases meticulously designed gardens including the historic Olmsted Brothers' Italianate Garden. Wander through themed botanical collections and tranquil woodland trails along the Charles River.
Chase Woodlands
Wander through 80 acres of pine, beech, and hemlock forests at this tranquil Dover nature reserve. The well-maintained trails lead past historic stone walls and gentle streams, offering a peaceful escape.
Peters Reservation
This 97-acre nature reserve offers peaceful trails through oak forests and landscapes along the Charles River. Explore the well-marked paths and discover unique Dexter hybrid rhododendrons in this serene escape.
Pegan Hill
At 410 feet, Pegan Hill offers sweeping views of Mount Monadnock and the Blue Hills amid Colonial-era stone walls. Wander through diverse forests to reach serene hilltop fields perfect for birdwatching.
What to do in Dover
Boston CityPASS®: Admission to Top 4 Attractions
$84
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
$37
per adult
92% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
$46
per adult
80% of travellers recommend
Dover Hotel Deals
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
$279 nightly
$325 total
Oct 25 - Oct 26
Total with taxes and fees
9.2/10 Wonderful! (4,845 reviews)
"Frequently stay here"
Reviewed on Sep 26, 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
$293 nightly
$341 total
Oct 25 - Oct 26
Total with taxes and fees
The Revolution Hotel
40 Berkeley Street Boston MA
$269 nightly
$313 total
Sep 27 - Sep 28
Total with taxes and fees
9/10 Wonderful! (2,926 reviews)
"Unique room design that torrents out to be just great for our group of three. Conveniently located to everything."
Reviewed on Sep 26, 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.
Find the Best Dover Vacation Packages
Dover Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Logan Intl. Airport (BOS) |
Population | 2,300 |
Top Sights | Boston Museum of Fine Arts, Isabella Stewart Gardner Museum and Franklin Park Zoo |
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Frequently asked questions
How much does a Dover vacation package cost?
Offering excellent value package deals from $749 on Expedia, you'll be surprised at how little a vacation to Dover costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Dover?
If you're hoping to snag a cheap Dover vacation package, consider traveling in November, December and January. You'll typically find better prices on hotels and flights during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Dover?
To get the most out of your Dover vacation, we suggest booking for 2 days. Split your time between visiting Noanet Woodlands, Chase Woodlands and other leading sights, as well as exploring neighborhoods like Babson Park and Newton Upper Falls. If you've got some time to spare, include a day trip or tour in your Dover vacation itinerary.
Is it worth booking a vacation package to Dover?
Dover has everything you need for a wonderful trip. Begin your Dover vacation on a high note by visiting major attractions like Pegan Hill.
How to find the best Dover package deals?
Use Expedia's filters to find some terrific Dover package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Dover package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Dover vacation as a package?
You can enjoy significant savings on your next Dover retreat by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to browse some great hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Dover?
Land incredible discounts by reserving your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Dover adventure.
Does Expedia offer Book Now, Pay Later Dover vacation packages?
Your Dover break is meant to be a relaxing escape from your daily routine, not a reason for money-related stress. So to allow you extra flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
