Find Romantic Hotels in Osterville, MA

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Check availability on Osterville Romantic Hotels

Our top choices for Osterville romantic hotels

Exterior
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
3.0 star property
East Wareham
10.0 out of 10, Exceptional, (9)
"thanks u for very nice place and clean i really loved i will cominng back soon"
United States
Mail
The price is AED 309
AED 1,986 total
includes taxes & fees
4 Jan - 5 January 2026
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Terrace/patio
The Mansion at Ocean Edge

The Mansion at Ocean Edge

The Mansion at Ocean Edge
4.0 star property
Brewster
8.2 out of 10, Very Good, (1002)
"Amazing stay and location! "
United States
Joanne
The price is AED 600
AED 897 total
includes taxes & fees
4 Jan - 5 January 2026
The Mansion at Ocean Edge
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Hampton Inn & Suites Cape Cod-West Yarmouth

Hampton Inn & Suites Cape Cod-West Yarmouth

Hampton Inn & Suites Cape Cod-West Yarmouth
2.5 star property
West Yarmouth
8.8 out of 10, Excellent, (1000)
"Excellent stay."
United States
Patricia
The price is AED 379
AED 434 total
includes taxes & fees
7 Jan - 8 January 2026
Hampton Inn & Suites Cape Cod-West Yarmouth
Exterior
Aiden by Best Western Cape Cod - West Yarmouth

Aiden by Best Western Cape Cod - West Yarmouth

Aiden by Best Western Cape Cod - West Yarmouth
3.0 star property
West Yarmouth
8.0 out of 10, Very Good, (1000)
"Nice place and good options for breakfast "
United States
Jennifer
The price is AED 356
AED 407 total
includes taxes & fees
17 Dec - 18 Dec
Aiden by Best Western Cape Cod - West Yarmouth
Garden
The Dan'l Webster Inn and Spa

The Dan'l Webster Inn and Spa

The Dan'l Webster Inn and Spa
3.5 star property
Sandwich
9.0 out of 10, Wonderful, (536)
"Loved it here!"
United States
Mark S.
The price is AED 504
AED 576 total
includes taxes & fees
15 Dec - 16 Dec
The Dan'l Webster Inn and Spa
Property grounds
ShoreWay Acres Inn & Cape Cod Lodging

ShoreWay Acres Inn & Cape Cod Lodging

ShoreWay Acres Inn & Cape Cod Lodging
2.5 star property
Falmouth
8.4 out of 10, Very Good, (449)
"Very good for a lower priced motel/inn. Two minutes walk into town, so very convenient. Easy to park. "
United States
Anne Monique
The price is AED 492
AED 563 total
includes taxes & fees
16 Dec - 17 Dec
ShoreWay Acres Inn & Cape Cod Lodging
Terrace/patio
The Coonamessett

The Coonamessett

The Coonamessett
3.5 star property
Falmouth
8.8 out of 10, Excellent, (601)
"Very spacious and clean rooms"
United States
Maureen
The price is AED 433
AED 496 total
includes taxes & fees
21 Dec - 22 Dec
The Coonamessett
Indoor pool, seasonal outdoor pool
Sea Crest Beach Resort

Sea Crest Beach Resort

Sea Crest Beach Resort
3.5 star property
North Falmouth
7.8 out of 10, Good, (245)
"Clean room. Good spot for family weekend getaway "
United States
ALAIN BERNARD
The price is AED 350
AED 611 total
includes taxes & fees
24 Dec - 25 Dec
Sea Crest Beach Resort
Free daily continental breakfast
Comfort Inn Hyannis - Cape Cod

Comfort Inn Hyannis - Cape Cod

Comfort Inn Hyannis - Cape Cod
2.5 star property
Hyannis
8.0 out of 10, Very Good, (1000)
"Well appointed lodging with very friendly and attentive staff. Perfect central location with easy walk to many local sights as well as convenient access to ferry terminal. "
United States
Kerri
The price is AED 360
AED 412 total
includes taxes & fees
17 Dec - 18 Dec
Comfort Inn Hyannis - Cape Cod
Dining
Frederick William House

Frederick William House

Frederick William House
3.5 star property
Falmouth
9.6 out of 10, Exceptional, (295)
"Beat B&B i have ever stayed at! "
United States
Philip
The price is AED 616
AED 705 total
includes taxes & fees
14 Dec - 15 Dec
Frederick William House
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 Osterville Hotel Reviews

Bayside Resort Hotel

Bayside Resort Hotel

10/10 Excellent
"excellent quality of food. Pool and hot tub fabulous"
Deborah 2-night trip
Posted 2 days ago
Bayside Resort Hotel

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Frequently asked questions

Searching for romantic hotels in Osterville?
If you and your partner need a romantic escape, we've got just the ticket. If you want to explore the area, you might head to Cape Cod Beaches, Stand Up & Paddle Cape Cod, or Dowses Beach. If you're interested in staying near a certain attraction, you can sort 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 Osterville?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Osterville: The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 37°F. Average annual precipitation for Osterville is 52 inches.
What is there to do in Osterville?
There's nothing better than seeing a new destination with your sweetheart, so consider taking time to discover all that Osterville has to offer. You might consider a visit to Cape Cod Beaches, Stand Up & Paddle Cape Cod, or Dowses Beach.
What's the best way to get to Osterville and around town during my romantic getaway?
This information about transportation options in Osterville might help your romantic trip get off to a smooth start: To get to Osterville, book a flight to Hyannis, MA (HYA-Barnstable Municipal), which is the closest major airport, located 5.8 mi (9.4 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.