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Find Romantic Hotels in Canaan, NY

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Check availability on Canaan Romantic Hotels

Top Canaan Romantic Hotels

Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very Good, (901)
"Excellent customer service and great rooms"
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Interior
Berkshires Untold
Berkshires Untold
3.5 star property
9.0 out of 10, Wonderful, (757)
"We had a nice room and the food was delicious. Great place to stay. "
Berkshires Untold
Exterior
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1007)
"Good breakfast King rooms are the best facing the mountains Recently remodeled "
The Yankee, Trademark Collection by Wyndham
Outdoor pool, sun loungers
The Red Lion Inn
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (1010)
"Picture perfect Inn"
The price is NT$4,574
NT$6,481 total
includes taxes & fees
Nov 6 - Nov 7
The Red Lion Inn
Front of property
The Constance by the Lenox Collection
The Constance by the Lenox Collection
3.5 star property
8.4 out of 10, Very Good, (552)
"Very quiet and comfortable "
The price is NT$2,974
NT$3,322 total
includes taxes & fees
Nov 3 - Nov 4
The Constance by the Lenox Collection
Exterior
Harbour House Inn
Harbour House Inn
3.5 star property
9.4 out of 10, Exceptional, (52)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
Harbour House Inn
Miscellaneous
1896 House Country Inn & Motels
1896 House Country Inn & Motels
2.5 star property
6.6 out of 10, (445)
"Interesting cosy room, lovely seats on verandah, easy walk across bridge to Inn, easy tea and coffee maker."
1896 House Country Inn & Motels
Loft, Private Bathroom (Skylight Loft) | 1 bedroom, premium bedding, iron/ironing board, rollaway beds
Brook Farm Inn
Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, (161)
"Inn was gorgeous and staff exceptional!"
Brook Farm Inn
Property grounds
Whistler's Inn Bed & Breakfast
Whistler's Inn Bed & Breakfast
3.5 star property
7.8 out of 10, Good, (496)
"We had the smallest room on the property.very quaint and clean. Nicest staff great place to stay."
Whistler's Inn Bed & Breakfast
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.
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Top Canaan Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Room was comfortable and clean. The Inn is beautiful. We went to the Lions Den both evenings and had a drink and listened to live music. We couldn’t get a table at the restaurant but there are other good options in walking distance. The only disappointment was that the fireplace in our room was not working. "
Beth 2-night trip
Posted 2 days ago
The Red Lion Inn

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Frequently asked questions

Searching for romantic hotels in Canaan?
If you and your partner need a romantic escape, we've got just the ticket. If you'd like to explore some of the area's notable sights, you might make a stop by Queechy Lake, Hollow FIelds Reserve, or Hand Hollow State Forest. If you'd like to stay close to a particular destination, you can sort by neighborhood and proximity to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Canaan?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Canaan: The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Canaan are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Canaan?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all there is to see and do in Canaan. You might think about stopping by Queechy Lake, Hollow FIelds Reserve, or Hand Hollow State Forest while you're seeing the sights.
What's the best way to get to Canaan and around town during my romantic getaway?
These transportation options in Canaan might help your romantic trip go off without a hitch: To get to Canaan, you can fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is the closest major airport, located 8 mi (12.9 km) from the city center. If you'd like to explore around the area, consider renting a car to take in more sights.