Brewster Beach Vacation Deals: Brewster Beach, Wolfeboro Vacations

Brewster Beach vacation package deals

Price found within the past 48 hours. Click for updated prices.

Hyatt Place Portland Downtown - Old Port Square

Downtown Portland

$638

per person

Oct 20 - Oct 23

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Portland (PWM)

This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Valet parking, a coffee shop, and a snack bar/deli are also offered.

Cliff House Maine

Save 100% on your flight

$1,473

per person

Sep 23 - Sep 28

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Relax with a drink at one of the 2 poolside bars and enjoy perks like free self parking.

Portland Harbor Hotel

Downtown Portland

Save 100% on your flight

$1,061

per person

Sep 24 - Sep 27

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) to Portland (PWM)

This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.

Chebeague Island Inn

$666

per person

Sep 24 - Sep 27

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) to Portland (PWM)

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate perks like free WiFi and a free ferry terminal shuttle. A garden, a lobby fireplace, and a picnic area are also on offer.

Inn By The Sea

Save 100% on your flight

$1,191

per person

Sep 24 - Sep 27

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) to Portland (PWM)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the playground, onsite laundry facilities, and free supervised childcare. Enjoy the outdoor pool and perks like free valet parking.

Old Orchard Beach Motel

Save 100% on your flight

$722

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Portland (PWM)

A seasonal outdoor pool is available at this motel. Take advantage of the free self parking.

Frequently asked questions

How much are vacation packages to Brewster Beach?

Check out Travelocity's incredible $638 Brewster Beach package deal. With the cash you save on your flights and hotel, you'll be able to indulge in some unforgettable local experiences. Watch out Brewster Beach, here you come!

Where can I get the best vacation package deals for Brewster Beach?

Snapping up the perfect package deal to Brewster Beach couldn't be easier with Travelocity. With access to 400 partner airlines and 1,000,000 worldwide properties, the choice is yours when picking your flights and hotels.

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Top Brewster Beach hotel deals

The Wolfeboro Inn

90 N Main St, Wolfeboro, NH

$229 nightly

$249 total

Sep 11 - Sep 12

Total includes taxes and fees

This hotel features a coffee shop, wedding services, and free self parking. WiFi in public areas is free. A business center, a garden, and a library are also on offer.

The Windrifter Resort

337 South Main Street, Wolfeboro, NH

$125 nightly

$136 total

Sep 7 - Sep 8

Total includes taxes and fees

This hotel features an indoor pool and a gym. Families will appreciate the playground and barbecue grills. Enjoy the outdoor tennis court and perks like free self parking and free WiFi.

9 Lake Street

9 Lake St, Wolfeboro, NH

$372 nightly

$404 total

Sep 3 - Sep 4

Total includes taxes and fees

This apartment featured laundry facilities and concierge services.

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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.