Find Romantic Hotels in Olean, NY from $126

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Check availability on Olean Romantic Hotels

Our top choices for Olean romantic hotels

Property grounds
Stargazer... magnificent, picturesque view

Stargazer... magnificent, picturesque view

Stargazer... magnificent, picturesque view
Wellsville
9.8 out of 10, Exceptional, (62)
"Lovely cottage w great views. Easy check-in, very quiet, and perfect for us with a dog. Quite pleased..."
United States
Thomas P.
$194 nightly
The price is $218
Jan 1 - Jan 2, 2026
Total with taxes and fees
Stargazer... magnificent, picturesque view
Exterior
Serenity - Private, secluded cabin-excellant scenic view/sunset, hiking, pond

Serenity - Private, secluded cabin-excellant scenic view/sunset, hiking, pond

Serenity - Private, secluded cabin-excellant scenic view/sunset, hiking, pond
Wellsville
9.6 out of 10, Exceptional, (65)
"Great location, great view off the deck. Maintained hiking trails was a great feature."
United States
Bryan G.
$225 nightly
The price is $253
Dec 29 - Dec 30
Total with taxes and fees
Serenity - Private, secluded cabin-excellant scenic view/sunset, hiking, pond
Lobby
The Inn At Holiday Valley

The Inn At Holiday Valley

The Inn At Holiday Valley
3.5 star property
Ellicottville
9.0 out of 10, Wonderful, (757)
"Staff were very friendly, room was clean and beds were very comfortable. Hot tub and the pools were great too! Would definitely go back."
United States
Jackie
$180 nightly
The price is $203
Dec 15 - Dec 16
Total with taxes and fees
The Inn At Holiday Valley
Mountain view
The Tamarack Club

The Tamarack Club

The Tamarack Club
3.0 star property
Ellicottville
8.6 out of 10, Excellent, (116)
"Great property "
Canada
Simon
$170 nightly
The price is $193
Dec 16 - Dec 17
Total with taxes and fees
The Tamarack Club
TV, fireplace, video games, stereo
Ski-in/out Condo, King Bed + Fireplace

Ski-in/out Condo, King Bed + Fireplace

Ski-in/out Condo, King Bed + Fireplace
Great Valley
9.8 out of 10, Exceptional, (77)
"Great spot, ski in and ski out "
United States
Brett F.
$225 nightly
The price is $252
Dec 15 - Dec 16
Total with taxes and fees
Ski-in/out Condo, King Bed + Fireplace
Exterior
Timberline Lodge - Downtown Ellicottville - Room 202

Timberline Lodge - Downtown Ellicottville - Room 202

Timberline Lodge - Downtown Ellicottville - Room 202
Ellicottville
8.0 out of 10, Very Good, (5)
"The Timberline lodge was an excellent place to stay for our weekend getaway. Very short drive, or 10 minute walk to all the attractions downtown. Ellicottville is a cool place to eat, shop and day drinking "
United States
Thomas M.
$166 nightly
The price is $188
Dec 15 - Dec 16
Total with taxes and fees
Timberline Lodge - Downtown Ellicottville - Room 202
Casino
Seneca Allegany Resort & Casino

Seneca Allegany Resort & Casino

Seneca Allegany Resort & Casino
4.0 star property
Salamanca
9.2 out of 10, Wonderful, (1177)
"Always enjoy staying there"
United States
Ryan
$126 nightly
The price is $126
Dec 22 - Dec 23
Total with taxes and fees
Seneca Allegany Resort & Casino
Exterior
Across from Holiday Valley, sleeps 10, entire TH, walk to VLG, CLEAN, updated

Across from Holiday Valley, sleeps 10, entire TH, walk to VLG, CLEAN, updated

Across from Holiday Valley, sleeps 10, entire TH, walk to VLG, CLEAN, updated
Ellicottville
9.8 out of 10, Exceptional, (53)
"We stayed for a birthday weekend and love it! The location was perfect, a short 20 minute walk to the main street in town with bars, restaurants, and shops. Close to holiday valley too. We had anything we could have needed and would book again."
United States
Samantha W.
$347 nightly
The price is $392
Dec 15 - Dec 16
Total with taxes and fees
Across from Holiday Valley, sleeps 10, entire TH, walk to VLG, CLEAN, updated
Exterior
UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome

UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome

UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome
Ellicottville
10.0 out of 10, Exceptional, (64)
"Beautiful property close to everything!"
United States
joshua m.
$476 nightly
The price is $538
Dec 15 - Dec 16
Total with taxes and fees
UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome
Interior
The Kelly House - 4 BR Historic Lodge - Downtown

The Kelly House - 4 BR Historic Lodge - Downtown

The Kelly House - 4 BR Historic Lodge - Downtown
Ellicottville
10.0 out of 10, Exceptional, (2)
"Great location and very large and roomy! Property Manager (Jess) is a great guy and really goes above and beyond! Will def be back! A++"
United States
Edward A.
$586 nightly
The price is $662
Dec 15 - Dec 16
Total with taxes and fees
The Kelly House - 4 BR Historic Lodge - Downtown
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 Olean Hotel Reviews

Seneca Allegany Resort & Casino

Seneca Allegany Resort & Casino

10/10 Excellent
"Friendly,and helpful. Rooms clean and comfortable."
Gail 1-night trip
Posted 5 days ago
Seneca Allegany Resort & Casino

Frequently asked questions

Searching for romantic hotels in Olean?
Are you in need of a romantic escape? Our guests also enjoy Olean for its restaurants. If you want to see some of the sights in Olean, you might make a stop by Allegheny River or Gargoyle Park. If you'd like to stay close to a certain attraction, you can sort properties by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Olean?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Olean: The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Olean are January, March, December, and February, with each month seeing an average of 14 inches of snowfall.
What is there to do in Olean?
There's nothing better than seeing a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Olean. If you and your partner are interested in sampling the area's cuisine, you'll enjoy Olean for its restaurants. You might consider a stop at Allegheny River or Gargoyle Park while you're out and about.
What's the best way to get to Olean and around town during my romantic getaway?
These transportation options in Olean might help your romantic trip go off without a hitch: To get to Olean, book a flight to Olean, NY (OLE-Cattaraugus County), which is the closest major airport, located 11.5 mi (18.6 km) from the city center. If you'd like to explore around the area, you may want to rent a car for your trip.

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