Romantic Hotels in Chatham, MA

Name: Pleasant Bay Village Resort
Price range: $263 total

May 28 - May 29

Tonight

May 29 - May 30

Tomorrow night

Featured Chatham Romantic Getaways & Hotels

$567 nightly

$649 total

Jun 5 - Jun 6

Total includes taxes and fees

Guests of Chatham Bars Inn have access to a private beach, a full-service spa, and a gym. Free valet and self parking are available, and there's also limo/town car service. The 24-hour front desk has staff standing by to help with luggage storage, tours or tickets, and dry cleaning/laundry. Other amenities at this beach resort include a sauna, outdoor tennis courts, and free WiFi in public areas.

On private beach

Pool

$445 nightly

$509 total

May 29 - May 30

Total includes taxes and fees

Guests of Captain's House Inn enjoy free WiFi in public areas, microwave in a common area, and a computer station. If you decide to drive, there's free parking. A multilingual staff is on hand to assist with concierge services and securing valuables. Additional amenities include a library, express check-in, and express check-out.

Breakfast included

Parking included

Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.

Kitchen

Washer

Queen Anne Inn features a gym, free WiFi in public areas, and a seasonal outdoor pool. Free parking is included with your stay. Front-desk staff can assist with securing valuables and tours/tickets. Additional amenities include a library, express check-out, and free newspapers.

Pool

Breakfast included

$200 nightly

$229 total

May 29 - May 30

Total includes taxes and fees

Surfside Inn Chatham features free WiFi in public areas, microwave in a common area, and refrigerator in a common area. If you decide to drive, there's free parking. Front-desk staff can assist with dry cleaning/laundry and luggage storage. Other amenities at this beach bed & breakfast include a computer station, express check-in, and express check-out.

Breakfast included

Parking included

$230 nightly

$263 total

Jun 3 - Jun 4

Total includes taxes and fees

Pleasant Bay Village Resort offers an outdoor pool, free WiFi in public areas, and a hot tub. Free parking is available if you drive. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Additional amenities include meeting rooms, free newspapers, and laundry facilities.

Pool

Hot Tub

$349 nightly

$399 total

May 29 - May 30

Total includes taxes and fees

Guests of Old Harbor Inn enjoy features like a gym, free WiFi in public areas, and a library. Free parking is included with your stay. The front desk has multilingual staff that can help with concierge services, securing valuables, and dry cleaning/laundry. Additional amenities include express check-in, express check-out, and free newspapers.

Breakfast included

Parking included

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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.

Couples getaways in Chatham

In the mood to surprise your other half with an intimate few days away? Or maybe you're hoping to impress the apple of your eye with a night in a luxury hotel? Whatever type of romantic break you're chasing, there's sure to be something that sets your heart aflutter in Chatham.

Romantic boutique hotels

Advertising on-site shopping options and an outdoor pool, the Chatham Bars Inn is in hot demand with adoring couples wanting to keep the passion burning. It's a good idea to plan ahead to avoid missing out — you're definitely going to be spoiled at this boutique hotel.

Romantic Resorts

Whether you've spent a long time organizing your romantic trip away or it's a snap decision, you'll know you're in for an extra special time the minute you set foot inside the Chatham Bars Inn. With enticing extras like an outdoor pool and wedding services, it's the perfect place to unwind, relax and spend some precious time with each other.

Romantic places to visit in Chatham

There's nothing more delightful than spending some "us time" with your significant other. Grab them by the hand and plan a romantic date based around these bewitching attractions:

Treat that someone special to an outing to Hardings Beach. They'll be over the moon!
Another place worth marking on your travel schedule is Chatham Drama Guild. Many starry-eyed couples have enjoyed spending precious time there together.
Why not check out Monomoy Theatre while you're exploring the area? It's hugely popular with locals and tourists alike.
Finally, if you've got some spare time, you and your other half really should stop by Gallery Antonia.

Chatham hotels essential information

Accommodation	4,974 hotels
Lowest Price	$229
Highest Price	$649
Popular hotels	Chatham Bars Inn, Captain's House Inn, Chatham 3 Bedroom/2 Bath Retreat, Queen Anne Inn, Surfside Inn Chatham, Pleasant Bay Village Resort, Old Harbor Inn

Recent Romantic Getaways & Hotels Reviews

5/5 Excellent

"Great stay at the Bayside Resort. We loved the continental breakfast and also spending time in the back by the river. Beautiful view! "

A verified traveler from North Easton stayed at Bayside Resort Hotel

Posted 2 days ago

5/5 Excellent

"This is my second stay at the hotel. Everything is very very good - room, service, facilities, continental breakfast, staff, and location. I really like the fruits and juice, though, the croissant could be a little bit more flakier. The hotel basically sits in the middle of the town - all shops are within walking distance. You can walk to the lighthouse and the beach easily. "

A verified traveler stayed at Chatham Wayside Inn

Posted 7 days ago