Dover Holidays

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Top Flight + Hotel Deals in Dover

Price found within the past 48 hours. Click for updated prices.
YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
per person
10 Sept - 13 Sept
found 23 hours ago
Return flight included
Chicago (ORD) to Boston (BOS)
8.6/10 Excellent! (2,098 reviews)
Located in a new neighborhood with lots of dining options and easy access to public transportation.

Reviewed on 28 Jul 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
10 Sept - 13 Sept
found 23 hours ago
Return flight included
Chicago (ORD) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
I would say this is one of the best hotel I've stayed in my life!! The room had an amazing harbor view and nice chair, comfortable bed and best amenities!! The stuff was super nice too. Definitely 5 stars!!!

Reviewed on 28 Jul 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
10 Sept - 13 Sept
found 23 hours ago
Return flight included
Chicago (ORD) 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 14 Jul 2025

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Save 100% on your flight
per person
10 Sept - 13 Sept
found 23 hours ago
Return flight included
Chicago (ORD) to Boston (BOS)
9/10 Wonderful! (1,964 reviews)
Great stay. Rooftop pool and easy access to multiple T stops for walking. Only complaint was the shower had water underneath the tub and it inpacted our ability to shower before dinner. However maintenance quickly resolved the issue, although with only a short term fix.

Reviewed on 27 Jul 2025

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
10 Sept - 13 Sept
found 23 hours ago
Return flight included
Chicago (ORD) to Boston (BOS)
9.6/10 Exceptional! (3,076 reviews)
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Reviewed on 28 Jul 2025

Top hotels in Dover

Microtel Inn & Suites by Wyndham Dover

Microtel Inn & Suites by Wyndham Dover

2 out of 5
31 Webb Pl, Dover, NH
Fully refundableReserve now, pay when you stay
The price is €110 per night from 4 Aug to 5 Aug
€110
4 Aug - 5 Aug
includes taxes & fees
7.8/10 Good! (1,008 reviews)
"Great location"

Reviewed on 27 Jul 2025

Microtel Inn & Suites by Wyndham Dover
Downtown Dover Inn

Downtown Dover Inn

2 out of 5
481 Central Ave, Dover, NH
Fully refundableReserve now, pay when you stay
The price is €110 per night from 30 Jul to 31 Jul
€110
30 Jul - 31 Jul
includes taxes & fees
6/10 (247 reviews)
"Nice bed"

Reviewed on 18 Jul 2025

Downtown Dover Inn
Ogunquit - The Milestone

Ogunquit - The Milestone

2 out of 5
687 Main Street, Ogunquit, ME
The price is €178 per night from 24 Aug to 25 Aug
€178
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,145 reviews)
"Room was great! Lots of space and 2 sinks!"

Reviewed on 28 Jul 2025

Ogunquit - The Milestone
See all 2,815 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.

Frequently asked questions

How much does a Dover holiday package cost?
Offering great value package deals from €546 on Expedia, you'll be surprised at how little a holiday to Dover costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Dover?
You can generally find lower prices and better availability in January, April and December. Take a look at our cheap Dover holiday packages and you could land some great off-season deals.
How many days is enough for Dover?
The ideal duration for your Dover holiday depends on what you'd like to see. Generally, a few days to a week will give you enough time to hit all the top sights and discover some hidden treasures along the way.
Is it worth booking a holiday package to Dover?
It's easy to see why a Dover holiday is on the to-do list of many travellers. Popular attractions like The Children's Museum of New Hampshire are just the start of things to keep you busy here.
How to find the best Dover package deals?
Begin your search for a Dover package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Dover package deal right away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Dover adventure off to a flying start.
Is it cheaper to book a Dover holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component individually. And you'll still get the freedom to create a personalised Dover holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Dover?
Score incredible discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Dover break.
How to plan a trip to Dover?

  1. Choose your dates: The things you plan to do in Dover and your favourite season will help you decide when to get away.
  2. Work out your budget: Ensure you have enough money to cover everything from meals and transportation to airfares and activities. Your accommodation will probably be the largest expense during your trip to Dover.
  3. Decide how long to go for: Now that you know more about Dover, you can figure out the right length of your break. Put together a rough plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a customised Dover holiday package.

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