Town of Dover Holidays

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    Packages with flights are ATOL protected

Your Town of Dover Holiday

From start to finish, all the details are taken care of when you book an Town of Dover holiday package. So whether you're making your way to Dover Plains to experience its history or touring all over, planning your getaway is easy. With so much to do and see on a trip to Town of Dover, it can be difficult to know where to begin. Kick off your travels in Dover Plains at Millbrook Vineyards and Winery and Kent Falls State Park — two leading attractions here. Another great city worthy of a spot on your itinerary is Wingdale. Be sure not to miss Whaley Lake and John Kane House. Whether you're travelling on a shoestring or want to splurge, Expedia are here to help you tailor-make your next dream Town of Dover holiday.

Top Town of Dover Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
OYO Times Square

OYO Times Square

4 out of 5
Manhattan
Price was £1,782, price is now £1,201 per person
£1,201
per person
4 Jun - 11 Jun
found 1 day ago
Return flight included
Edinburgh (EDI) to New York (JFK)
7/10 Good! (1,833 reviews)
Hotel location is great

Reviewed on 18 Apr 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was £3,139, price is now £1,798 per person
£1,798
per person
7 Jul - 11 Jul
found 1 day ago
Return direct flight included
London (LON) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,001 reviews)
Don’t ever think you will check in prior to the late 4pm check in. No matter what. Not even 5 minutes.

Reviewed on 17 Apr 2026

Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Manhattan
Save 100% on your flight
Price was £3,656, price is now £2,375 per person
£2,375
per person
17 Jul - 21 Jul
found 1 hour ago
Return flight included
London (LON) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (909 reviews)
The place was quite, staff was friendly. Clean and cozy rooms.

Reviewed on 6 Apr 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was £1,926, price is now £1,289 per person
£1,289
per person
25 Jun - 28 Jun
found 1 day ago
Return flight included
London (LHR) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,471 reviews)
This hotel was top tier for the price. The staff were incredibly helpful and polite, and the rooms were clean.

Reviewed on 21 Apr 2026

Casa Francesca 6BR Villa & Heated Pool

Casa Francesca 6BR Villa & Heated Pool

3.5 out of 5
Save 100% on your flight
Price was £5,224, price is now £3,528 per person
£3,528
per person
7 Jul - 11 Jul
found 1 day ago
Return direct flight included
London (LON) to New York (JFK)
No reviews

Town of Dover Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)

Top hotels in Town of Dover

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is £98 per night from 29 Apr to 30 Apr
£98
29 Apr - 30 Apr
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
Everything about the property was great they even have a charging station in there parking lot, the only thing that swayed my whole rating was is that I paid for the breakfast for two and was told that I did not and was not granted breakfast and am out whatever it was to prepay for the breakfast. ...

Reviewed on 19 Apr 2026

Hyatt Place Poughkeepsie / Hudson Valley
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is £84 per night from 12 May to 13 May
£84
12 May - 13 May
includes taxes & fees
8/10 Very Good! (74 reviews)
The staff, especially Rosseanne, was the best. She was very friendly, attentive, and made sure that if we needed anything, we knew where to get it or who to get it from. Great property!

Reviewed on 21 Apr 2026

Spark by Hilton Fishkill
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
2641 South Road/Route 9 Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is £99 per night from 14 May to 15 May
£99
14 May - 15 May
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
Our room was spotless, and the beds were very comfortable. The staff was very friendly, and the lobby area was beautiful. We’d definitely book again!

Reviewed on 21 Apr 2026

Courtyard by Marriott Poughkeepsie
See all 888 properties in Town of 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 Holidays
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Frequently asked questions

How much does a Town of Dover travel package cost?
Maybe less than you might think — from as low as £1,201, in fact! By bundling flights, hotels and car rentals into your own custom-made travel package, your trip to Town of Dover is just clicks away.
If I'm not able to travel, can I cancel my Town of Dover travel package?
Plans can change in a flash, so yes, you can. You may be able to cancel or change your Town of Dover travel package for free if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel or make changes, but your airline, hotel or car rental company may charge a fee. Need more information? Visit our Customer Service Portal. We'll help make sure your trip goes off without a hitch.
How do I get a cheap travel package to Town of Dover?
Our Town of Dover travel packages promise plenty of savings for the savvy wanderer. For the best deal, simply bundle your flights, hotels and extras (including tours) into one neat package. But low prices are only the start of your next amazing adventure. Book with Expedia and and you'll have over 550 air carriers and 1,000,000 hotel options throughout the world to pick from. Whatever your style, there's a package with your name on it.
Does Expedia offer Book Now, Pay Later Town of Dover holidays?
Your bank balance shouldn't stop you from taking a holiday, so Expedia has devised a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book your dream getaway without hurting your hip pocket. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your trip. Check out these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month is what works best for you, Klarna offers just that! Paying in easy monthly instalments will make that dream getaway possible.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay for your holiday across multiple transactions.
  • Low deposit holidays: Hitting the "book now" button is easier with this payment option. Simply put down a small deposit on your escape and then start working on your travel plans.

How far in advance should I book my Town of Dover holiday?
Smart travellers often book early. You can normally start comparing international fares on Expedia up to 12 months before your flight. If you're booking at the last minute, don't despair. Budget prices sometimes appear in the last weeks before departure.
What does an Expedia Town of Dover travel package include?
You can choose from a combination of flights, hotels and rental cars. Once you've made your booking, you can add the fun stuff like activities and experiences. Want to pick your airfare class? That's also easy to do. The choice is all yours when it comes to crafting your ideal Town of Dover escape.
What should I know before booking a Town of Dover travel package?
Bundling your bookings into a Town of Dover travel package is the easiest way to organise your trip. Not only that, you'll save big just for combining your hotels, flights and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Town of Dover Expedia travel package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines around the world. Our travel packages give you the flexibility to take your pick of available flight, hotel or activity options that suit you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.