Hudson Valley Romantic Vacations
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Top Romantic vacation packages in Hudson Valley
Price found within the past 48 hours. Click for updated prices.
- Royal Regency Hotel
Oct 2 - Oct 4Royal Regency Hotel + Flight
Northwest Yonkers2 nights3.5 star property8.6/10 - Excellent (2,783 reviews)Roundtrip • San Juan (SJU) - White Plains (HPN)SJU - JFK • Nonstop JFK - SJU • Nonstop$465$402found 1 day agoper traveler - The Kartrite Resort & Indoor Waterpark
Sep 5 - Sep 7The Kartrite Resort & Indoor Waterpark + Flight
Monticello2 nights4.0 star property8.2/10 - Very Good (2,337 reviews)"Not very nice staff"Reviewed August 2, 2026Roundtrip • Los Angeles (LAX) - New York (JFK)LAX - JFK • Nonstop JFK - LAX • Nonstop$1,170$835found 21 hours agoper traveler - Tarrytown House Estate
Sep 17 - Sep 20Tarrytown House Estate + Flight
Tarrytown3 nights3.5 star property8.2/10 - Very Good (1,207 reviews)"Wish the rooms had a microwave. Had to take a long walk to front desk to utilize a microwave."Reviewed August 2, 2026Roundtrip • Atlanta (ATL) - White Plains (HPN)ATL - HPN • Nonstop HPN - ATL • Nonstop$863$728found 1 day agoper traveler - Buttermilk Falls Inn
Sep 5 - Sep 7Buttermilk Falls Inn + Flight
Milton2 nights3.0 star property8.4/10 - Very Good (55 reviews)"The pool was closed, along with the restaurant, which we were not aware of. When we walked the trails to sit at a scenic location, branches and shrubs blocked our view. When we showered, there was half empty bottles of body wash, shampoo and other showering necessities. This was $600 a night. Totally not worth it at this time."Reviewed July 27, 2026Roundtrip • Los Angeles (LAX) - New York (JFK)LAX - JFK • Nonstop JFK - LAX • Nonstop$966$833found 21 hours agoper traveler - The Abbey Inn & Spa
Sep 21 - Sep 25The Abbey Inn & Spa + Flight
Peekskill3 nights4.0 star property9.2/10 - Wonderful (264 reviews)"Beautiful hotel. Food was not great but overall stay was enjoyable. Great service, and the grounds & view were beautiful."Reviewed August 2, 2026Roundtrip • Los Angeles (QLA) - New York (JFK)ONT - JFK • Nonstop LGA - ONT • 1 stop$1,213$1,060found 21 hours agoper traveler
Discover the most popular places to visit in Hudson Valley
What to do in Hudson Valley
Guided Shared Group Forest Bathing Session in Serene Woodland Park
$55
per adult
0% of travelers recommend
Top Romantic Hudson Valley Hotels
Streamside Cottage Half Mile to Town of Woodstock
Streamside Cottage Half Mile to Town of Woodstock18.8 mi from Hudson Valley
10.0 out of 10, Exceptional, (291 reviews)
10/10
Exceptional
(291 reviews)
"Another wonderful stay. Cottage was perfect. Even a rainy day can't ruin a stay at this place. Highly recommend this place. "
$300 nightly
The price is $336
$336 total
Aug 11 - Aug 12
Total with taxes and fees
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores37.9 mi from Hudson Valley
9.0 out of 10, Wonderful, (62 reviews)
9.0/10
Wonderful
(62 reviews)
$204 nightly
The price is $220
$220 total
Aug 3 - Aug 4
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands30.2 mi from Hudson Valley
9.8 out of 10, Exceptional, (141 reviews)
9.8/10
Exceptional
(141 reviews)
"We had a great stay!!"
$280 nightly
The price is $331
$331 total
Aug 3 - Aug 4
Total with taxes and fees
Sauna Belleayre Cozy Cabin
Sauna Belleayre Cozy Cabin35 mi from Hudson Valley
9.6 out of 10, Exceptional, (131 reviews)
9.6/10
Exceptional
(131 reviews)
$231 nightly
The price is $254
$254 total
Aug 12 - Aug 13
Total with taxes and fees
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter37.9 mi from Hudson Valley
9.2 out of 10, Wonderful, (45 reviews)
9.2/10
Wonderful
(45 reviews)
"Comfortable n nice place to stay.."
$136 nightly
The price is $146
$146 total
Aug 3 - Aug 4
Total with taxes and fees
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream18.7 mi from Hudson Valley
8.8 out of 10, Excellent, (48 reviews)
8.8/10
Excellent
(48 reviews)
"We were warm and cozy in the beautiful snowy woods. Thank you. "
$270 nightly
The price is $302
$302 total
Aug 31 - Sep 1
Total with taxes and fees
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna25.9 mi from Hudson Valley
9.8 out of 10, Exceptional, (18 reviews)
9.8/10
Exceptional
(18 reviews)
"Great"
$469 nightly
The price is $473
$473 total
Aug 19 - Aug 20
Total with taxes and fees
Cozy Cottage with Pool+Jacuzzi+Sauna+Fire Pit and Reading Nook!
Cozy Cottage with Pool+Jacuzzi+Sauna+Fire Pit and Reading Nook!35.4 mi from Hudson Valley
9.6 out of 10, Exceptional, (28 reviews)
9.6/10
Exceptional
(28 reviews)
"Driveway was a sheet of ice. Also ice in front of Entrance door. I almost fell. Jacuzzi was nice.Vrbo website is misleading. I wont use them anymore. 3 trips already a little disappointing. "
$432 nightly
The price is $486
$486 total
Aug 18 - Aug 19
Total with taxes and 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.
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.
How to find a romantic Hudson Valley vacation
How can I find the best Hudson Valley vacation packages for couples?
To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.
How can I find cheap Hudson Valley romantic packages for two?
For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.
How can I plan a great romantic trip to Hudson Valley?
Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.
How much is a trip for two to Hudson Valley?
Put a price on love with stunning deals for duos starting at just $402. Prices and availability are subject to change. Additional terms may apply.
Can I book Hudson Valley spa packages for couples?
Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.
How can I book romantic weekend getaway packages in Hudson Valley?
To book a loved-up break in Hudson Valley, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).
Can I book a romantic trip to Hudson Valley with free cancellation and/or flexible dates?
The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.
Why should I book my Hudson Valley romantic holiday with Expedia?
If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?