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Find Romantic Hotels in Monterey, MA

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Check availability on Monterey Romantic Hotels

Tonight
30 Oct - 31 Oct
Tomorrow
31 Oct - 1 Nov
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Top Monterey 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, (933)
"Friendly staff and clean rooms. Loved the onsite restaurant & bar."
United States
Carmen
The price is AED 378
AED 423 total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1023)
"Fresh breakfast menu, clean and great location."
United States
Gail
The price is AED 393
AED 439 total
includes taxes & fees
2 Nov - 3 Nov
The Yankee, Trademark Collection by Wyndham
Interior
Berkshires Untold
Berkshires Untold
3.5 star property
9.0 out of 10, Wonderful, (787)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
The price is AED 340
AED 380 total
includes taxes & fees
2 Nov - 3 Nov
Berkshires Untold
Library
Blackberry River Inn
Blackberry River Inn
3.0 star property
9.4 out of 10, Exceptional, (151)
"Very good breakfast.excellent waiter.love the atmosphere."
United States
Marc
The price is AED 598
AED 687 total
includes taxes & fees
5 Nov - 6 Nov
Blackberry River Inn
Outdoor pool, sun loungers
The Red Lion Inn
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (1024)
"Picture perfect Inn"
United States
jeff
The price is AED 507
AED 730 total
includes taxes & fees
6 Nov - 7 Nov
The Red Lion Inn
Fridge, microwave, oven, stovetop
Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (263)
"We enjoyed our stay. Excellent location to explore Western Mass!"
United States
Charles D.
The price is AED 496
AED 771 total
includes taxes & fees
31 Oct - 1 Nov
Berkshire Village Carriage House - Super Private!!
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, (558)
"Everything was very nice. A very simple experience."
United States
Anthony
The price is AED 443
AED 495 total
includes taxes & fees
3 Nov - 4 Nov
The Constance by the Lenox Collection
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, (162)
"Comfortable, quiet, convenient location, very friendly staff. "
United States
Susan
Brook Farm Inn
Front of property
Gedney Farm
Gedney Farm
3.5 star property
9.2 out of 10, Wonderful, (131)
"Great property"
United States
Blair
Gedney Farm
Property grounds
Whistler's Inn Bed & Breakfast
Whistler's Inn Bed & Breakfast
3.5 star property
7.8 out of 10, Good, (500)
"We had the smallest room on the property.very quaint and clean. Nicest staff great place to stay."
United States
Lisa
The price is AED 524
AED 585 total
includes taxes & fees
19 Nov - 20 Nov
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 Monterey Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"The Red Lion Hotel was a great place to stay!! I would definitley come back again and stay there! I loved the bar downstairs and the restaurant! Our room was perfect and we had lots of room! The bed was super comfy - a marshmallow bed!! LOL! The location was nice to walk to the different shops in town! Fun place! "
Elizabeth H 1-night trip
Posted 9 hours ago
The Red Lion Inn

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Frequently asked questions

Searching for romantic hotels in Monterey?
Are you looking for a romantic vacation? If you want to explore the area, you might head to Bidwell House Museum. If you're interested in staying close to a certain attraction, you can sort by neighborhood or distance to top landmarks, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Monterey?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Monterey: 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 28°F. The snowiest months in Monterey are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Monterey?
There's nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all that Monterey has to offer. Bidwell House Museum is one of the local sights that might be worth a stop.
What's the best way to get to Monterey and around town during my romantic getaway?
These transportation options in Monterey might help your romantic trip get off to a smooth start: Make your way to Monterey with a flight to Pittsfield, MA (PSF-Pittsfield Municipal), which is the closest major airport located 17.5 mi (28.1 km) from the city center. If you'd like to explore around the area, you may want to rent a car for your trip.