Dover Vacations from $867
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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 Harbor Hotel
North End
Price was $1,625, price is now $867 per person
$867
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
From the moment I checked in with Natalie, our 4 days were superb! Natalie was so friendly and explained the property and amenities (our first time there). Even though I researched the property, and am originally from close to Boston, it was the 4th of July weekend, and there was Sooo much going on. Head concierge Nathan provided lots of tips about the best places to see certain events. So helpful.
Our room was beautiful and well appointed. I miss the days of the shower cap, sewing kit, slippers, robes, etc. and they provided all that. The bed was extremely comfortable and the housekeeping staff wonderful. We go to Boston a few times a year and will be looking forward to returning here. Fabulous location!
Reviewed on Jul 8, 2026
By the Sea Guests Bed & Breakfast & Suites
Save 100% on your flight
Price was $1,945, price is now $1,160 per person
$1,160
per person
Aug 20 - Aug 27
found 24 hours ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.4/10 Exceptional! (195 reviews)
The location couldn’t have been more perfect and despite it being a holiday weekend the parking lot/BNB never felt crowded. Everyone we encountered was lovely and helpful, and the room was a perfect place to take a midday nap or unwind after hours on the beach! We would definitely stay again.
Reviewed on Jul 6, 2026
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Save 100% on your flight
Price was $5,326, price is now $3,311 per person
$3,311
per person
Aug 12 - Aug 17
found 10 hours ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
10/10 Exceptional! (9 reviews)
I can't express how much I appreciate the hosts very fine people Indeed, the property is just awesome! The view gorgeous clearly they went out of their way to think of everything highly recommended.
Tim Lawler
Reviewed on Oct 8, 2025
The Newbury Boston
Back Bay
Save 100% on your flight
Price was $2,047, price is now $1,294 per person
$1,294
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.4/10 Exceptional! (670 reviews)
I highly recommend this location! The staff went above and beyond the call of duty to ensure we had a wonderful stay. The service throughout the property was truly excellent.
Reviewed on Jul 9, 2026
Stay near popular Dover attractions
What to do in Dover
Boston CityPASS®: Admission to Top 4 Attractions
$84
per adult
92% of travellers recommend
Tour of Historic Fenway Park, America's Most Beloved Ballpark
$45
per adult
98% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
$47
per adult
80% of travellers recommend
Dover Hotel Deals
Hyatt Regency Boston/Cambridge
575 Memorial Drive Cambridge MA
$156 nightly
The price is $181 total per night from Aug 9 to Aug 10
$181 total
Aug 9 - Aug 10
Total with taxes and fees
9/10 Wonderful! (2,434 reviews)
"The restaurant was exceptional"
Reviewed on Jul 9, 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $254 total per night from Jul 26 to Jul 27
$254 total
Jul 26 - Jul 27
Total with taxes and fees
9.6/10 Exceptional! (4,548 reviews)
"Everything about this hotel was great, from staff to cleanliness to location. Lot of restaurants close by , not too far from the downtown , convenient parking ."
Reviewed on Jul 9, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $177 total per night from Aug 2 to Aug 3
$177 total
Aug 2 - Aug 3
Total with taxes and fees
9/10 Wonderful! (2,727 reviews)
"Great hotel. Loved the vibe and room was great!"
Reviewed on Jul 8, 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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
