Dover Plains, NY

Travel Guide

A person standing on rocks by a flowing stream in a forested area.
A waterfall cascading through a rocky gorge with sunlight filtering through.
A rocky stream with moss-covered rocks and fallen leaves.
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 out of 5
6387 MILL ST Rhinebeck NY
$152 nightly
The price is $172 total per night from Sep 23 to Sep 24
$172 total
Sep 23 - Sep 24
Total with taxes and fees
Book a stay at this business-friendly inn in Rhinebeck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (1,000 reviews)
"This is an old historic inn in a beautiful town, but our accommodations were really sub-par for the price. Many of the rooms are off the premises in nearby buildings, which we had no problem with. However, our room was very musty and damp smelling, and very dark with one tiny window. The bathroom ..."

Reviewed on Sep 22, 2026

Beekman Arms and Delamater Inn
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A Poughkeepsie NY
$97 nightly
The price is $113 total per night from Oct 13 to Oct 14
$113 total
Oct 13 - Oct 14
Total with taxes and fees
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Quality Inn Poughkeepsie
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
$110 nightly
The price is $128 total per night from Oct 13 to Oct 14
$128 total
Oct 13 - Oct 14
Total with taxes and fees
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,081 reviews)
"Good good clean nicely and good"

Reviewed on Sep 22, 2026

Hyatt Place Poughkeepsie / Hudson Valley
See all 863 properties in Dover Plains
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.
1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen

Fishkill NY
Stay at this apartment in Fishkill. Enjoy free WiFi, cable/satellite TV service, and air conditioning. Popular attractions Van Wyck Homestead Museum and Fishkill ...
8.8/10 Excellent! (20 reviews)
Do not stay here. It’s a motel 6 that is very dirty. It was so bad I had to bo ...
"Do not stay here. It’s a motel 6 that is very dirty. It was so bad I had to book at another location so do not believe any of the positive reviews. To make it worse the hotel was overbooked. Very misleading listing. Horrible place and not safe."

Reviewed on Sep 12, 2026

1 Queen Bed | Non-Smoking, Kitchen
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

New Fairfield CT
Stay at this vacation home in New Fairfield. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Squantz Pond State Park and Candlewood Lake ...
9.2/10 Wonderful! (58 reviews)
"Beautiful scenery and great location. The check in and out process was easy and the house was clean. There are more instructions that we are used to but it’s totally manageable. The kitchen is well equipped, the beds are comfy, and the rooms are well sized. The view is stunning. We had a lovely ..."

Reviewed on Sep 8, 2026

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Summer Lake Cottage, private beach, Berkshire Hills, small village

Summer Lake Cottage, private beach, Berkshire Hills, small village

Lakeville CT
Stay at this cottage in Lakeville. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Holley-Williams House Museum and Gay Woods Hill are located ...
9.6/10 Exceptional! (91 reviews)
"We had such a great stay here for my 25th birthday weekend. The cabin was exactly what we were looking for and was a great place to spend the weekend with a group of friends. It was comfortable, clean, and had everything we needed for a relaxing getaway.The space was especially great for having a ..."

Reviewed on Sep 14, 2026

Summer Lake Cottage, private beach, Berkshire Hills, small village
See all properties in Dover Plains
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 Plains attractions

Dover Plains Stone Church

Commune with nature and explore the great outdoors at Dover Plains Stone Church during your travels in Dover Plains.
See properties

Frequently asked questions

When is the best time to visit Dover Plains?
The best time to visit Dover Plains is from May through September, when the weather is generally pleasant. For travelers seeking fewer crowds and potentially better value, the quieter months of December through March offer a different experience, with cooler temperatures and a snowy season.
What is a good itinerary length for Dover Plains?
A good itinerary length for Dover Plains is one to two days to see local highlights like the Dover Plains Stone Church and Dover Town Hall. An extended stay of three to four days allows more time to explore the area and enjoy the local Latin American, North American, and Italian cuisine.
What are the top things to do in and around Dover Plains?
In Dover Plains, travelers can explore local points of interest like the Dover Plains Stone Church, a natural site, and the historic Dover Town Hall.
Can I book a refundable hotel in Dover Plains?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Dover Plains by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Dover Plains with Expedia?
Expedia makes it easier to plan your Dover Plains trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Dover Plains?
The best choice depends on your travel style. Hotels in Dover Plains can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Dover Plains trip on Expedia?
Once you've booked your Dover Plains trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Dover Plains trip?
Expedia offers customer support before, during, and after your Dover Plains trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Dover Plains?
If it's your first trip to Dover Plains, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Dover Plains hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Dover Plains hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Dover Plains

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Millbrook

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Pawling

A white wooden barn on a grassy hill with a clear sky.

Lagrangeville

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