Dover Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Dover
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
S$572
4 Oct - 5 Oct
includes taxes & fees
Seaport Hotel Boston
1 Seaport Lane Boston MA
S$464
15 Oct - 16 Oct
includes taxes & fees
9.6/10 Exceptional! (5,002 reviews)
"All of the staff were extremely helpful. They would stop and take care of anything you asked. The breakfast buffet was fantastic. The room was lovely and very clean. The bartenders at the bar were fantastic. Everything about the place was wonderful. Would highly recommend it."
Reviewed on 20 Sept, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
S$320
27 Sept - 28 Sept
includes taxes & fees
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
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.
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.
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.
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 Old Town Trolley Hop-on Hop-Off City Tour
S$63
per adult
90% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
S$90
per adult
80% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
S$107
per adult
92% of travellers recommend
Frequently asked questions
How much does a Dover holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Dover costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Dover?
You can typically find reduced prices and greater availability in January, February and November. Browse our cheap Dover holiday packages and you could score some great off-season discounts.
How many days is enough for Dover?
Dedicate around 2 days for your Dover holiday to really immerse yourself in everything that makes this place unique. Explore popular neighbourhoods, including Babson Park and Newton Upper Falls. Then check out major sights such as Noanet Woodlands and Chase Woodlands. With a good itinerary, you'll be kept busy with room for some rest time too. Want to venture outside of Dover? Consider squeezing in an excursion or two.
Is it worth booking a holiday package to Dover?
Dover has everything you need for an amazing trip. Begin your Dover holiday on a high note by exploring top 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 holiday package as soon as possible.
Is it cheaper to book a Dover holiday as a package?
You can enjoy significant savings on your next Dover retreat by booking a customised holiday package. Check the "Package" heading, then enter your travel dates and destination to browse some great hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday 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.
How to plan a trip to Dover?
- Pick the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Dover.
- Work out your budget: Make sure you have enough money to pay for everything from transportation and dining out to activities and flights. Your hotel will likely be the largest expense during your trip to Dover.
- Determine how many days away: Start by making a list of all the sights and activities you'd like to experience in Dover. Then, estimate how long you'll need at each, including any travel time.
- Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose a Dover holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
