Wenham Vacation Packages 2026 from $999

Wenham flight + hotel vacation packages

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

Boston Harbor Hotel

North End

$999

per person

Aug 27 - Aug 30

found 1 day ago

Roundtrip flight included

Austin (AUS) to Boston (BOS)

A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.

The Newbury Boston

Back Bay

Save 100% on your flight

$1,823

per person

Sep 30 - Oct 4

found 1 day ago

Roundtrip flight included

Austin (AUS) to Boston (BOS)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Families will appreciate the onsite laundry facilities and in-room childcare. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.

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

Save 100% on your flight

$4,875

per person

Aug 16 - Aug 23

found 1 day ago

Roundtrip non-stop flight included

Austin (AUS) to Boston (BOS)

A private beach and a hot tub are featured at this guesthouse. Enjoy a day at the beach kayaking, or relax with sun loungers. WiFi in public areas is free.

Four Seasons Hotel Boston

Bay Village

Save 100% on your flight

$1,439

per person

Sep 3 - Sep 6

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, laundry service, and valet parking. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.

Nantucket Inn

Save 100% on your flight

$1,127

per person

Oct 1 - Oct 5

found 1 day ago

Roundtrip non-stop flight included

Austin (AUS) to Boston (BOS)

2 outdoor tennis courts, 2 hot tubs, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy a meal from the restaurant and perks like free self parking and a free beach shuttle.

Top Wenham hotels deals

Seaport Hotel Boston

1 Seaport Lane Boston MA

Free Cancellation

Reserve now, pay when you stay

$219 nightly

$254 total

Jul 26 - Jul 27

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the steam room, bar/lounge, and concierge services.

Pool

Pet friendly

The Revolution Hotel

40 Berkeley Street Boston MA

Free Cancellation

Reserve now, pay when you stay

$195 nightly

$227 total

Jul 26 - Jul 27

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. A 24-hour business center, a coffee shop, and a terrace are also on offer.

Pet friendly

Free WiFi

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA

Free Cancellation

Reserve now, pay when you stay

$270 nightly

$315 total

Jul 31 - Aug 1

Total with taxes and fees

A full-service spa, 4 restaurants, and an outdoor pool are all featured at this luxury hotel. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. You'll appreciate the 24-hour gym, poolside bar, and snack bar/deli.

Pool

Hot Tub

Harborside Inn Of Boston

185 State St Boston MA

$249 nightly

$290 total

Jul 26 - Jul 27

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A business center, express check-in, and express check-out are also on offer.

Free WiFi

Restaurant

Encore Boston Harbor

1 Broadway Everett MA

Free Cancellation

Reserve now, pay when you stay

$255 nightly

$285 total

Aug 13 - Aug 14

Total with taxes and fees

This luxury hotel features a casino, a full-service spa, and a nightclub. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Free self parking is free for guests, and you can enjoy a meal in one of the 15 restaurants.

Spa

Parking included

The Dagny Boston

89 Broad Street Boston MA

Free Cancellation

Reserve now, pay when you stay

$239 nightly

$278 total

Aug 9 - Aug 10

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. A coffee shop, a communal living room, and a library are also on offer.

Pet friendly

Free WiFi

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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.

Stay near popular Wenham attractions

Wenham Museum

6.0/10 (1 review)

You can study the exhibits at Wenham Museum, a museum with a storied past, during your trip to Wenham. Stroll along the lakeside or attend a sporting event in this family-friendly area.

See properties

Frequently asked questions

How much are vacation packages to Wenham?

Your travel fantasies can be realized in Wenham for only $999. Our affordable package deals include flights and hotels, so they're bound to make booking a cinch. The only thing you'll need to focus on is having an incredible time.

Where can I get the best vacation package deals for Wenham?

It's hard to look past Travelocity when it comes to crafting your Wenham package deal. There are as many as 400 air carriers and 1,000,000 properties worldwide to select from. Book your vacation now and get ready to cross another exciting place off your travel bucket list.

Why should I purchase my Wenham vacation package with Travelocity?

The three S's — savings, support and a stress-free booking — are just the tip of the iceberg. Enjoy a fulfilling travel experience knowing you have access to round-the-clock support. With the Travelocity Price Match Guarantee, you can relax knowing you're getting the best deal available.

Will I save money on my Wenham car rental if I book it with my hotel or flight?

With a Wenham vacation package, you can bundle your car, hotel and flight bookings and save tons. If you want to discover the best of this fantastic part of the world, why not check out Plymouth Rock? This famous sight is 45 mi from Wenham. With your own wheels, you'll be there soon enough.

Which airport is best for Wenham?

Logan Intl. Airport (BOS) is a major hub. You'll find it approximately 18 mi south of Wenham. Other options worth considering are Manchester-Boston Regional Airport (MHT) (35 mi away from central Wenham) and Provincetown Municipal Airport (PVC) (50 mi away from central Wenham).

What is there to do in Wenham?

Don't miss the excellent photo-ops at Pine and Hemlock Knoll, one of the most renowned attractions in Wenham. There's plenty more to uncover around this exciting city, so give yourself enough time to explore some of its off-the-beaten-path gems.

Where should I stay when visiting Wenham?

If you're searching for a place to base yourself, take a look at the Unique two-story barn in the heart of the North Shore of Boston. It's the top choice for many travelers.