The Best Romantic Hotels in Osterville, MA from AED 284 in 2026

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Our top choices for Osterville romantic hotels

An outdoor patio with round tables and chairs, a fire pit, and a covered seating area with string lights.

A lobby with a stone wall, a TV, and seating areas.

A large indoor swimming pool with multiple lanes, surrounded by rows of chairs and a high ceiling with large windows.

A modern lounge area with a stone wall, a flat-screen TV, and comfortable seating.

1. Doubletree by Hilton Cape Cod - Hyannis

Hyannis

Tammie

AED 415

AED 475 total

includes taxes & fees

6 Nov - 7 Nov

An outdoor patio with wicker furniture, a fire pit, and umbrellas.

An indoor swimming pool with clear signage, lounge chairs, and a tiled floor.

A reception area with a sign reading "Welcome to the Patriot State" and a counter with a "Hilton" sign.

A snack and drink kiosk with a 'Treats' sign, a chalkboard menu, and shelves stocked with various snacks and beverages.

2. Hampton Inn & Suites Cape Cod-West Yarmouth

West Yarmouth

Carmen E

AED 403

AED 461 total

includes taxes & fees

30 Oct - 31 Oct

A spacious living area with a checkered floor, a wooden staircase, a sofa set, a television, and a potted plant.

A compact, modern bathroom with a wooden vanity, a mirror, a hairdryer, and a small seating area.

A flat-screen TV mounted on a wall above a fireplace with a visible fire.

A modern kitchen with white cabinets, a black countertop, and a blue rug with an anchor design.

3. Hyannis Plaza Hotel

Hyannis

Kali

AED 320

AED 403 total

includes taxes & fees

26 Oct - 27 Oct

A house with a brick exterior and a covered patio area.

A bathroom with a bathtub, a shower, and a toilet. There are towels hanging on the wall.

A two-story building with a sign for Sea Breeze Inn, including contact information and a beach view.

A four-poster bed with a footboard, a bedside table with a lamp, a wooden bench, and a dresser with a mirror.

4. Sea Breeze Inn

Hyannis

Ann

AED 290

AED 332 total

includes taxes & fees

1 Nov - 2 Nov

An indoor water park with slides, a pirate-themed ship, and a sign reading "Pirate Bay".

A restaurant with a blue and yellow color scheme, wooden walls, and a central palm tree. Tables and chairs are arranged for dining.

A spacious lobby with a large blue mural, comfortable seating areas, and a prominent circular floor design.

A cozy lounge area with wicker furniture, a central round table, and a decorative archway with a sign.

5. Margaritaville Resort Cape Cod

Hyannis

Izaura

AED 592

AED 887 total

includes taxes & fees

25 Oct - 26 Oct

An outdoor seating area with wooden furniture and a fire pit, surrounded by trees and a gravel path.

A row of white buildings with balconies, outdoor seating, and flower beds.

A neatly made bed with white linens, a painting of a sailboat on the wall, and a door leading to a balcony.

A decorative shark sculpture with the text "Cape Sands Inn" at a beachside location.

6. Cape Sands Inn

West Yarmouth

Jerome

AED 248

AED 284 total

includes taxes & fees

21 Oct - 22 Oct

An indoor swimming pool with a wooden ceiling, potted plants, and lounge chairs.

A two-story building with a prominent tower, large windows, and a well-lit entrance.

A beach scene with a directional signpost and beach chairs.

A hotel room with a bed, a chair, a table with two glasses of wine, a lamp, and a window with a view of a lake.

7. Bayside Resort Hotel

West Yarmouth

Lynn

AED 327

AED 425 total

includes taxes & fees

15 Nov - 16 Nov

A coastal hotel with multiple beachside rooms, a large covered area, and a beach with umbrellas.

A golf course with a clubhouse, a lake, and surrounding trees.

A restaurant with tables set for dining, overlooking a beach.

A row of white lounge chairs with blue cushions, arranged under a white canopy, overlooking the sea.

8. The Club at New Seabury

New Seabury

Kathleen

AED 637

AED 729 total

includes taxes & fees

1 Nov - 2 Nov

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Top Osterville Hotel Reviews

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent

"The decor is great and it's the rare place that doesn't only value style. Lots of good function too! Thank you for having lots of hooks, many lighting options, and an outlet next to the bed."

Blue Water Resort

10/10 Excellent

"Great location!"

Cape Sands Inn

10/10 Excellent

"Very clean rooms with wonderful attentive staff."

Hyannis Travel Inn

10/10 Excellent

"Great stay. Fantastic location for harbour and Hy-line and eating establishments. Accommodation was excellent and super value for money. The staff bent over backwards to help and support. I wish we’d stayed here longer and bypassed Rhode Island!"

Inn on the Square

10/10 Excellent

"Perfect location"

Hyannis Harbor Hotel

10/10 Excellent

"Visited in October for one night. Great location across from the ferry. Staff was very professional and friendly."

Admiralty Inn & Suites - a Red Collection Hotel

10/10 Excellent

"Great cheap place to stay. Breakfast was good"

Margaritaville Resort Cape Cod

10/10 Excellent

"We stayed here for a wedding we had off property. Had a fun time. I would stay here again. Water park was clean and many lifeguards on duty."

Faraway Martha's Vineyard

10/10 Excellent

"My stay was wonderful. The well-maintained and beautiful hotel had the best staff I’ve ever experienced!"

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.

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Check availability on Osterville Romantic Hotels

Our top choices for Osterville romantic hotels

1. Doubletree by Hilton Cape Cod - Hyannis